Title: The Best Hotels Closest to Oak Street in Chicago for 2026 | Expedia.com [Downtown Chicago Travel Guide](https://expedia.com/Chicago-Downtown-Chicago.dx6350699)[Car Rentals in Oak Street](https://expedia.com/Car-Rentals-In-Oak-Street.d6199865.Car-Rental-Guide)[Oak Street Vacations](https://expedia.com/Oak-Street-Downtown-Chicago.d6199865.Vacation-Attraction) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Feb 15 - Feb 16](https://www.expedia.com/Hotel-Search?regionId=6199865&startDate=2026-02-15&endDate=2026-02-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 16 - Feb 17](https://www.expedia.com/Hotel-Search?regionId=6199865&startDate=2026-02-16&endDate=2026-02-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6199865&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6199865&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Oak Street hotels ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/acbf2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/5616df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peninsula Chicago [](https://www.expedia.com/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) Streeterville, 0.3 mi from Oak Street 9.8/10 Exceptional (1,001 reviews) "The best hotel ! Always pleasant to stay ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maysa $525 nightly $616 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace (Water Tower) | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) Streeterville, 0.3 mi from Oak Street 9.6/10 Exceptional (1,000 reviews) "Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gaybrielle $421 nightly $494 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/0ab012f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) River North, 0.8 mi from Oak Street 9.8/10 Exceptional (1,003 reviews) "Gorgeous property, facilities, and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hussein $431 nightly $506 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/af819b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, pay movies](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/98f027a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/fe620a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/70bb0994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Chicago Downtown Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Residence-Inn-Chicago-Downtown-Magnificent-Mile.h13492029.Hotel-Information) Streeterville, 0.5 mi from Oak Street 9.6/10 Exceptional (461 reviews) "Cozy, Friendly, Good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donghyeon $139 nightly $163 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Residence-Inn-Chicago-Downtown-Magnificent-Mile.h13492029.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/19315c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b60fd014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/64f1ab51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Chicago Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) 0.1 mi from Oak Street 9.4/10 Exceptional (2,319 reviews) "Staff was friendly and helpful! Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin $203 nightly $238 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w1201h1722x0y78-8f9c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago [](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) Streeterville, 0.5 mi from Oak Street 9.4/10 Exceptional (3,349 reviews) "Amazing place, breakfast is great , location is great - honestly great hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brisa $137 nightly $161 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/69dc07eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/7aea5f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Penthouse (Suite) | Egyptian cotton sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/e0860a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/0a9fe031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viceroy Chicago [](https://www.expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information) 0.2 mi from Oak Street 9.4/10 Exceptional (1,171 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allyson $234 nightly $275 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/c6696bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/cbdcad7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/36bc94a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/24000/23963/c8d0f7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Talbott, Autograph Collection [](https://www.expedia.com/Chicago-Hotels-The-Talbott-Hotel.h23963.Hotel-Information) 0.1 mi from Oak Street 9.4/10 Exceptional (78 reviews) "Great location! just the right size and tucked away " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) andy $160 nightly $188 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Talbott-Hotel.h23963.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/0480d64e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/88e54d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Apartment, 1 King Bed with Sofa bed, Pool Access (Self Check-in with Virtual Front Desk) | Living area | 55-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/2969f0ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa River North Chicago [](https://www.expedia.com/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) Near North Side, 0.5 mi from Oak Street 9.6/10 Exceptional (183 reviews) "Awesome stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally $218 nightly $256 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Kasa-River-North-Chicago.h66425311.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/d1b25ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) 0.1 mi from Oak Street 9.4/10 Exceptional (1,000 reviews) "Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn $406 nightly $476 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/1e19db6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/f0e0ee26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago [](https://www.expedia.com/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) Streeterville, 0.1 mi from Oak Street 9.4/10 Exceptional (1,001 reviews) "Beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean $395 nightly $464 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch LCD TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/2281badb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bf403e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/0e6690c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L7 Chicago by LOTTE [](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) Theatre District, 1 mi from Oak Street 9.6/10 Exceptional (3,662 reviews) "Great location and overall great hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fernando $148 nightly $173 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![Traditional Room, 2 Queen Beds | Property entrance](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/c699f38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/w4000h2662x0y0-8993d93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/f44c76b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5470000/5461400/5461400/c297c4b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Downtown River North [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Downtown-River-North.h5461400.Hotel-Information) River North, 0.7 mi from Oak Street 9.4/10 Exceptional (1,209 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan $111 nightly $130 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Downtown-River-North.h5461400.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w3837h2557x3y3-ef0f356b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/95b10764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/w2557h3837x3y3-5ce449d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/8b216cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thompson Chicago, by Hyatt [](https://www.expedia.com/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) Gold Coast, < 0.1 mi from Oak Street 9.2/10 Wonderful (1,318 reviews) "Really enjoyed the hotel, bar and area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela $160 nightly $188 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Thompson-Chicago.h26076.Hotel-Information) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/8da50482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/ccac7aba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/40f9f6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23355000/23354943/5c662e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Chicago Downtown [](https://www.expedia.com/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) River North, 0.7 mi from Oak Street 9.4/10 Exceptional (888 reviews) "Clean, friendly staff, and excellent location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina $108 nightly $127 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Moxy-Chicago-Downtown.h23354943.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/bc137fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/78b53aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/f830de3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/2000000/1770000/1763600/1763534/116d3480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Chicago Downtown / River North [](https://www.expedia.com/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Downtown-River-North.h1763534.Hotel-Information) River North, 0.8 mi from Oak Street 9.4/10 Exceptional (1,025 reviews) "Friendly staff, clean & comfortable room, and great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Unja $120 nightly $141 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Residence-Inn-By-Marriott-Chicago-Downtown-River-North.h1763534.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/7923a1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/bc9a17b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/5829e342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 20.00 per person)](https://images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/83c82ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### citizenM Chicago Downtown [](https://www.expedia.com/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) Theatre District, 1 mi from Oak Street 9.4/10 Exceptional (4,214 reviews) "Friendly staff, cozy room, good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew $107 nightly $126 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/38d1c625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/w3997h2667x3y0-87e2bca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and brunch served](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/b9749dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16480000/16474600/16474535/bc5612ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel EMC2, Autograph Collection [](https://www.expedia.com/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information) Streeterville, 0.5 mi from Oak Street 9.4/10 Exceptional (1,002 reviews) "Excellent hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise $151 nightly $177 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hotel-EMC2.h16474535.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h1497x0y3-3b277bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago [](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) The Loop, 0.9 mi from Oak Street 9.4/10 Exceptional (3,469 reviews) "Clean room, great staff, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany $194 nightly $228 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/838eb9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trump International Hotel & Tower Chicago [](https://www.expedia.com/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) River North, 0.8 mi from Oak Street 9.4/10 Exceptional (1,847 reviews) "Exceptional service, great location, beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie $319 nightly $374 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02®ionId=6199865&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Compare popular hotels close to Oak Street | Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included | | | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | --------------------------- | ------------------ | ---- | --- | ------------ | ------------- | | | ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Peninsula Chicago | 5.0 star property | 9.8Exceptional1,001 reviews | View | | | | | | | ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Park Hyatt Chicago | 5.0 star property | 9.6Exceptional1,000 reviews | View | | | | | | | ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Langham, Chicago | 5.0 star property | 9.8Exceptional1,003 reviews | View | | | | | | | ![Lobby lounge](https://images.trvl-media.com/lodging/14000000/13500000/13492100/13492029/af819b4f.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Residence Inn Chicago Downtown Magnificent Mile | 4.0 star property | 9.6Exceptional461 reviews | View | | | | | | | ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/19315c57.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Sofitel Chicago Magnificent Mile | 4.5 star property | 9.4Exceptional2,319 reviews | View | | | | | | ## Top Oak Street Hotel Reviews ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Very comfortable and great location " [](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great location, spacious rooms and amenities, awesome breakfast " [](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Great customer service!! Loved the room and lobby!" [](https://expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "The staff were very kind and helpful" [](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Rooms were great and breakfast was delicious " [](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/529d8be8_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Clean, safe, affordable! " [](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Whitehall Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/daaf5f2e_y.jpg) ### The Whitehall Hotel, BW Premier Collection 10/10 Excellent "Great hotel. Location,and Breakfast" [](https://expedia.com/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Spacious. Clean and great location " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Great location, beautiful historic hotel with clean, updated rooms. " [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ## Hotels near other Oak Street attractions ![At Bloomingdales, great place to shop and eat. 🎄](https://images.trvl-media.com/place/829/90dde0a9-6fb9-4838-b442-4c81b1fba161.jpg) Photo by Rita Irvine ### 900 North Michigan Shops You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6199347) ![Chicago_JohnHancockCenter_6065131_02](https://images.trvl-media.com/place/6065131/a0db1d39-5436-4b84-9983-97c5ee508955.jpg) ### 875 North Michigan Avenue 4.5/5 (2,896 reviews) You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed art scene. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6065131) ### Topgolf Swing Suite You can take time to visit Topgolf Swing Suite during your travels to Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=927839974618152960) ### Mariano Plaza After visiting Mariano Plaza, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621555594857) ### Fourth Presbyterian Church Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621555594919) ### 360 CHICAGO You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its acclaimed art scene. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=870977779192160256) ### Bronzeville Black Chamber of Commerce Find out about the history of Chicago with a stop at Bronzeville Black Chamber of Commerce. Discover the fascinating museums and notable monuments in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=658954597906743296) ### Loyola University Museum of Art You can spend time exploring the galleries in Loyola University Museum of Art during your trip to Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6227745) ## Find out more about Oak Street ### Top reasons to visit Oak Street - **Upscale Shopping:** Oak Street features luxurious boutiques and shops, perfect for a stylish shopping spree. - **Scenic Oak Street Beach:** Enjoy sunbathing and water sports at the beautiful beach, ideal for relaxation and adventure. - **Cultural Attractions:** Explore art museums and stunning skyscrapers, catering to culture enthusiasts and families. - **Urban Parks:** Stroll through nearby parks like Lincoln Park, offering a refreshing escape from the city hustle. - **Diverse Accommodations:** Choose from luxurious hotels to cozy bed and breakfasts, ensuring a comfortable stay. ### Find great hotels near Oak Street Experience the vibrant charm of Oak Street, Chicago, with a variety of hotel accommodations tailored to meet your needs. Whether you're seeking a luxurious stay near Oak Street Beach or a cozy bed and breakfast, you'll find options that cater to business travelers and pet-friendly vacationers alike. Enjoy easy access to shopping and local attractions, making your stay both convenient and memorable as you explore the Windy City. - **[Congress Plaza Hotel: ](https://www.expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information)** This 3.5-star hotel, located 2 miles from Oak Street, is perfect for travelers seeking a business-themed experience. Nestled in the shopping district, Congress Plaza Hotel offers a range of amenities tailored for business professionals, including multiple meeting rooms and a fully equipped business center. Guests can take advantage of the conference space available on-site, making it an excellent choice for work-related stays. With its modern facilities and convenient location, this hotel strikes a balance between business and leisure. - **The Whitehall Hotel, BW Premier Collection:** Situated a mere 0.1 mile from Oak Street, this 4-star boutique hotel is ideal for those looking for a shopping getaway with a pet-friendly twist. The Whitehall Hotel features uniquely designed interiors adorned with captivating artwork, offering guests a distinctive atmosphere. Pets are welcome, with specific policies in place to ensure a comfortable stay for both you and your furry friends. Located in the heart of the shopping district, this hotel combines luxury with convenience, making it a top choice for style-conscious travelers. - **[Hyatt Regency Chicago: ](https://www.expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information)** Located 0.9 miles from Oak Street, the 4-star Hyatt Regency Chicago is a standout choice for eco-conscious travelers and those who appreciate inclusivity. This eco-certified hotel welcomes LGBTQIA guests and is committed to sustainability while providing a range of business amenities, including multiple meeting rooms and a business center. With its prime location and dedication to environmental responsibility, Hyatt Regency Chicago offers a modern, welcoming experience for all types of visitors. ### Where to stay near Oak Street Experience the vibrant charm of Oak Street, Chicago, where romance meets family-friendly fun. Stroll through nearby parks like Lincoln Park, enjoy the picturesque views along the scenic Oak Street Beach, and indulge in shopping at the upscale boutiques along the Magnificent Mile. With a mix of urban energy and serene waterfront access, Oak Street offers an unforgettable getaway for everyone, from couples to families seeking adventure and relaxation alike. - **[Chicago: ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels)** As a vibrant metropolis, Chicago is a bustling hub of culture and activity. Oak Street resides within this iconic city, which welcomes travelers year-round, especially during the peak summer months from June to August. Visitors flock to Chicago for a variety of experiences, including family-friendly adventures, outdoor attractions, and city-themed exploration. From world-class shopping to thrilling arena entertainment, there’s something for everyone. Don’t miss the chance to visit local landmarks like the famous stadiums and tourist precincts that define the city's rich heritage and lively atmosphere. - **[Downtown Chicago: ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)** Nestled within the heart of Chicago, Downtown Chicago is a dynamic neighborhood that shares Oak Street’s vibrant spirit. Like the rest of the city, Downtown sees a steady stream of visitors throughout the year, peaking in the summer months. This area is perfect for families and city explorers alike, offering a mix of outdoor activities and exciting urban experiences. With an array of shopping options, renowned theaters, and arena entertainment, Downtown Chicago is a must-visit. Attractions such as the stadiums and the bustling tourist precinct are easily accessible, making it an ideal starting point for your adventures. - **[Magnificent Mile: ](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels)** Located a short distance from Oak Street, Magnificent Mile is a premier shopping and dining district that draws travelers seeking a blend of excitement and relaxation. This neighborhood experiences a consistent influx of visitors, particularly during the spring and summer months. Known for its family-friendly atmosphere, outdoor experiences, and city-themed attractions, Magnificent Mile boasts an impressive lineup of shopping areas and educational venues. Explore the nearby stadiums and vibrant tourist precincts that contribute to its charm, ensuring that your visit is both enjoyable and memorable. ### Things to do near Oak Street Oak Street in Chicago is a vibrant destination offering a mix of shopping and outdoor activities. Visitors can explore upscale boutiques and local shops, while also enjoying nearby wildlife attractions. Additionally, the area provides opportunities for water sports, making it perfect for those seeking adventure. With its blend of urban charm and recreational options, Oak Street promises an exciting experience for tourists. **Shopping** Experience shopping on Oak Street with the nearby [900 North Michigan Shops](https://www.expedia.com/900-North-Michigan-Shops-Hotels.0-l6199347-0.Travel-Guide-Filter-Hotels), just 0.1 miles away, offering a blend of entertainment and family-friendly vibes. The [Chicago Place Mall](https://www.expedia.com/Chicago-Place-Mall-Hotels.0-l6199336-0.Travel-Guide-Filter-Hotels), located 0.4 miles away, provides a vibrant city atmosphere. For a local flavor, visit [City Market](https://www.expedia.com/City-Market-Hotels.0-l797772754713255936-0.Travel-Guide-Filter-Hotels), 1 mile away. **Recreation** Experience the vibrant energy of [Wrigley Field](https://www.expedia.com/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels), just 4 miles from Oak Street, where you can catch a thrilling game. Enjoy live music at [House of Blues Chicago](https://www.expedia.com/House-Of-Blues-Chicago-Hotels.0-l6227753-0.Travel-Guide-Filter-Hotels), only 0.9 miles away, or laugh out loud at [Second City](https://www.expedia.com/Second-City-Hotels.0-l6129887-0.Travel-Guide-Filter-Hotels), also 0.9 miles away, perfect for family fun. **Adventure** Explore the [Salt Creek Trail](https://www.expedia.com/Salt-Creek-Trail-Hotels.0-l553248621532658620-0.Travel-Guide-Filter-Hotels), a scenic hiking path located 12 miles from Oak Street, where you can immerse yourself in nature and enjoy breathtaking views. For a fun-filled day, visit [Rainbow Falls Waterpark](https://www.expedia.com/Rainbow-Falls-Waterpark-Hotels.0-l6247247-0.Travel-Guide-Filter-Hotels), 20 miles away, offering thrilling water slides and family-friendly entertainment. **Nightlife** In Oak Street, Chicago, enjoy a vibrant nightlife with the [Chicago Theatre](https://www.expedia.com/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels), showcasing culture and romance just 1 mile away. For a fun twist, head to [Dave & Buster's](https://www.expedia.com/Dave-Busters-Hotels.0-l553248621532658508-0.Travel-Guide-Filter-Hotels), only 0.3 miles away, where drinks and entertainment await. Don’t miss the adventure at [Amazing Chicago's Funhouse Maze](https://www.expedia.com/Amazing-Chicagos-Funhouse-Maze-Hotels.0-l553248621555594814-0.Travel-Guide-Filter-Hotels), also 1 mile away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Oak Street To save money on your visit to Oak Street, plan your trip between December and February for the lowest lodging rates. Booking a stay on a Monday can also reduce costs compared to Saturdays. Use Expedia to find budget-friendly hotels by filtering for eco-certified options and sorting by price. Consider booking a package deal that includes flights and activities for additional savings. Joining Expedia's One Key membership offers exclusive discounts and the chance to earn OneKeyCash for future stays. Don't forget to explore free activities in the area to keep your costs down. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Oak Street are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Oak Street is Monday. The most expensive day to stay around Oak Street is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from low to high. - **Consider bundling your trip:** You can save money by booking an Expedia package that combines your hotel stay on Oak Street with your flights and activities. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Oak Street Oak Street in Chicago offers a vibrant mix of attractions, including stunning skyscrapers, urban parks, and art museums, perfect for culture enthusiasts and families alike. Don't miss the nearby Oak Street Beach for a relaxing day by the water. For accommodations, consider motels close to the beach to enhance your stay and explore the city's rich offerings. - **[Michigan Avenue: ](https://www.expedia.com/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels)** Known as the Magnificent Mile, this bustling street is lined with upscale shops, restaurants, and iconic architecture. Experience the vibrant city atmosphere as you stroll along and take in the sights of historic buildings and modern skyscrapers, making it a haven for shopping and dining enthusiasts. - **[Navy Pier: ](https://www.expedia.com/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels)** A popular entertainment destination, Navy Pier offers stunning views of Lake Michigan and a variety of attractions including rides, restaurants, and gardens. Enjoy a leisurely walk along the pier, take a boat tour, or relax with friends in a lively, friendly environment. - **[Millennium Park: ](https://www.expedia.com/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels)** A beautiful urban park, Millennium Park features stunning art installations such as the Cloud Gate sculpture. Perfect for families, it offers outdoor activities, concerts, and green spaces to enjoy a day out in the heart of the city. ### Best time to go to Oak Street The best time to visit Oak Street can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Oak Street falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Oak Street falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 25.7°F (-3.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Average | | December | 33.1°F (0.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | ### The nearest major airports for your trip to Oak Street When visiting Oak Street in Chicago, you can fly into two major airports. Chicago O'Hare International Airport ([ORD](https://www.expedia.com/OHare-Intl-Airport-Hotels.0-aORD-0.Travel-Guide-Filter-Hotels)) is located 15 miles away, with nearby hotels such as the 4.5-star [Loews Chicago O'Hare Hotel](https://www.expedia.com/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) and the Hyatt Regency O'Hare, both just 2 miles from the airport. Alternatively, Chicago Midway International Airport ([MDW](https://www.expedia.com/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels)) is 10 miles away, with luxurious options like the 5-star Trump International Hotel & Tower and Nobu Hotel, located 8 to 9 miles from the airport. For those considering Chicago Executive Airport ([PWK](https://www.expedia.com/Chicago-Executive-Airport-Hotels.0-aPWK-0.Travel-Guide-Filter-Hotels)), it's 20 miles away, with the [Hilton Chicago/Northbrook](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago-Northbrook.h3008.Hotel-Information) just 1 mile from the airport, providing convenient access for travelers. ## Frequently asked questions ### What are the top-rated hotels near Oak Street? > [The Langham, Chicago](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) > > > The Langham, Chicago is a stunning 5-star hotel located just 1.2 miles from Oak Street, with an impressive review rating of 9.8\. Guests enjoy an array of luxurious amenities, including a full-service spa with hydrotherapy treatments, steam rooms, and various massage options. The indoor pool and river view offer a serene backdrop for relaxation. With features like 24-hour room service, a health club, and designer toiletries, this hotel stands out as a premier choice for travelers. > > > [The Peninsula Chicago](https://www.expedia.com/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) > > > Situated just an 8-minute walk from Oak Street, The Peninsula Chicago is another 5-star gem with a stellar review rating of 9.8\. This hotel offers an exquisite experience with an onsite spa featuring hydrotherapy treatments and a range of massage therapies. Guests can unwind on the rooftop terrace or enjoy the indoor pool. The convenience of valet parking and daily housekeeping ensures a seamless stay, making it a top pick for those wanting luxury close to the city's attractions. > > > [L7 Chicago by LOTTE](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) > > > L7 Chicago by LOTTE, rated 9.6 by travelers, is a chic 4.5-star hotel located 1.2 miles from Oak Street. It features modern design and amenities tailored for today's traveler, including a 24-hour fitness center and concierge services. Guests can enjoy unique offerings like in-room massage and access to nearby kayaking. The hotel's commitment to comfort is evident with features like free cribs, designer toiletries, and daily housekeeping, making it an ideal choice for those seeking a stylish stay. ### What hotels are within walking distance to Oak Street? > [The Langham, Chicago](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) > > > The Langham, Chicago offers an exceptional stay just a 16-minute walk from Oak Street, with a remarkable review rating of 9.8\. Guests can indulge in a full-service spa featuring hydrotherapy treatments and a sauna, while the indoor pool provides a relaxing retreat. With luxurious amenities like designer toiletries and 24-hour room service, this 5-star hotel ensures a memorable experience in the heart of the city. > > > [The Peninsula Chicago](https://www.expedia.com/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) > > > Located only 8 minutes from Oak Street, The Peninsula Chicago is a 5-star hotel rated 9.8 by travelers. This elegant hotel features a rooftop terrace and an indoor pool, providing travelers with stunning city views. The full-service spa offers a variety of treatments including Thai massage and aromatherapy, ensuring a rejuvenating stay in the vibrant surroundings of Chicago. > > > [L7 Chicago by LOTTE](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) > > > L7 Chicago by LOTTE is a stylish 4.5-star hotel, situated a 20-minute stroll from Oak Street and rated 9.6 by travelers. This chic hotel stands out with its vibrant atmosphere and modern amenities, including a 24-hour fitness center and in-room massage services. Guests appreciate the convenient access to nearby beaches and shopping, making it a great base for exploring the city. ### How much is a hotel near Oak Street? ### What are the most popular family-friendly hotels near Oak Street? > [Waldorf Astoria Chicago](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) > > > Waldorf Astoria Chicago is just a minute's walk from Oak Street and is rated 9.4 by travelers. This luxurious 5-star hotel features family-friendly amenities such as free cribs, connecting rooms, and a kids' menu in the restaurant. Guests can also enjoy an indoor pool, a full-service spa, and 24-hour room service, ensuring a comfortable stay for families. > > > [Trump International Hotel & Tower Chicago](https://www.expedia.com/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) > > > Trump International Hotel & Tower Chicago is a 5-star hotel located 17 minutes walking from Oak Street, a travelers' rating of 9.4\. This family-friendly hotel includes free cribs and babysitting services, along with an indoor pool and a full-service spa. Guests can also take advantage of the in-room kitchenettes and river views, making it a perfect choice for families. > > > [Fairmont Chicago at Millennium Park](https://www.expedia.com/Chicago-Hotels-Fairmont-Chicago-At-Millennium-Park.h15937.Hotel-Information) > > > Located 1.4 miles from Oak Street, Fairmont Chicago at Millennium Park offers a welcoming place with a great traveler rating score of 8.6\. This 4.5-star hotel is perfect for families with amenities like free cribs, in-room babysitting, and connecting rooms. Guests can also unwind in the spa or enjoy the nearby gardens and lake views. ### Are there any 5-star hotels near Oak Street? > [The Langham, Chicago](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) > > > The Langham, Chicago, boasts an impressive review rating of 9.8 and is a luxurious 5-star hotel located just 1.2 miles from Oak Street. This hotel offers a serene retreat with an extensive spa featuring hydrotherapy treatments and a full-service spa, perfect for relaxation after exploring the vibrant city. Guests can enjoy an indoor pool, a health club, and river views that enhance the tranquil atmosphere. The Langham sets itself apart with its renowned afternoon tea service, providing a quintessentially elegant experience. > > > [The Peninsula Chicago](https://www.expedia.com/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) > > > The Peninsula Chicago is a standout 5-star hotel rated by travelers at 9.8, located just an 8-minute walk from Oak Street. This elegant hotel offers an indoor pool and a full-service spa, along with a rooftop terrace that provides delightful views of the city. Guests appreciate the convenience of on-site shopping and an exceptional dining experience that showcases local flavors. Known for its luxurious accommodations, The Peninsula also features a renowned wellness center, ensuring a rejuvenating stay for all visitors. > > > [Waldorf Astoria Chicago](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) > > > Waldorf Astoria Chicago, rated 9.4 by travelers, is a premier 5-star hotel located just 1 minute from Oak Street. With its exquisite Art Deco design and luxurious amenities, this hotel offers an indoor pool and a full-service spa that includes a variety of massages and treatments. Guests can enjoy the convenience of 24-hour room service and access to designer stores on-site. Unique to Waldorf Astoria, the hotel features spacious suites with kitchen facilities, perfect for travelers seeking a home-like experience in the heart of Chicago. ### Which hotels near Oak Street offer the best views? > [The Langham, Chicago](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) > > > The Langham, Chicago is a luxurious 5-star hotel with an impressive review rating of 9.8, situated just 1.2 miles from Oak Street. This hotel offers stunning lake views and features a full-service spa, indoor pool, and exquisite dining options. Guests can indulge in hydrotherapy treatments and relax in the steam room, ensuring a rejuvenating experience while enjoying the beautiful surroundings. > > > [Loews Chicago Hotel](https://www.expedia.com/Chicago-Hotels-Loews-Chicago-Hotel.h9059537.Hotel-Information) > > > Loews Chicago Hotel is a stylish 4.5-star accommodation with a review rating of 9.4, located a convenient 17-minute walk from Oak Street. Guests can enjoy picturesque lake views from the rooftop terrace and the comfort of an indoor pool. The hotel also boasts a 24-hour fitness center and luxury amenities like designer toiletries, making it an ideal choice for travelers looking to unwind in style. > > > [Hilton Chicago](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) > > > Hilton Chicago, rated 8.4 by travelers, is a 4-star hotel located just 2.0 miles from Oak Street. This hotel features breathtaking partial lake views, making it a perfect choice for travelers seeking scenic beauty. Guests can enjoy a range of amenities including an indoor pool, hot tub, and a health club. The historic charm of the hotel is complemented by modern conveniences like valet parking and designer toiletries. ### What are the best affordable hotels near Oak Street? > [Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area](https://www.expedia.com/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-West-Loop.h15816026.Hotel-Information) > > > Just 1.8 miles from Oak Street, Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area is perfect for families looking for a comfortable stay. Boasting a review rating of 9.2, this 3-star hotel offers free continental breakfast and WiFi. Guests can enjoy spacious suites with separate living areas and kitchen facilities. The indoor pool and 24-hour fitness center add to the convenience, making it an ideal choice for families visiting the area. > > > [Hilton Garden Inn Chicago Central Loop](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Central-Loop.h68102882.Hotel-Information) > > > Located 1.9 miles from Oak Street, Hilton Garden Inn Chicago Central Loop welcomes travelers with its great traveler rating score of 9.2\. This 3-star hotel features essential amenities including free WiFi and self-parking. Guests can take advantage of the fitness center and enjoy nearby museums for a touch of culture. Its accessible parking and convenient location make it an attractive option for all types of travelers. > > > [Hampton Inn & Suites Chicago Downtown](https://www.expedia.com/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Downtown.h79589.Hotel-Information) > > > Hampton Inn & Suites Chicago Downtown is a family-friendly hotel located just a 14-minute walk from Oak Street. Rated 9.2 by travelers, this 3-star hotel offers free amenities such as buffet breakfast and WiFi, ensuring a pleasant stay for travelers. Families will appreciate the availability of cribs and kitchenettes, making it easy to prepare meals. Additional features include an indoor pool, fitness facilities, and close nearby shopping and museums. ### What are the best boutique hotels near Oak Street? > [L7 Chicago by LOTTE](https://www.expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) > > > Just 1.2 miles from Oak Street, L7 Chicago by LOTTE is a stylish 4.5-star boutique hotel rated 9.6 by travelers. The hotel also features 24-hour fitness facilities, valet parking, and luxurious Frette Italian sheets for a comfortable stay. > > > [Bluegreen Vacations Hotel Blake, Ascend Resort Collection](https://www.expedia.com/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) > > > Located 1.8 miles from Oak Street, Bluegreen Vacations Hotel Blake is a chic 4-star boutique hotel with a remarkable traveler rating of 9.6\. This hotel is perfect for families, offering free children's amenities and connecting rooms. Additional highlights include valet parking, premium bedding, and a fitness center, making it a great choice for a relaxing getaway. > > > [Waldorf Astoria Chicago](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) > > > Waldorf Astoria Chicago stands just a minute's walk from Oak Street and boasts a luxurious 5-star rating with a review score of 9.4 from travelers. Guests can also enjoy the indoor pool, 24-hour room service, and nearby shopping for a truly indulgent experience. ### Are there any hotels with pools close to Oak Street? > [DoubleTree by Hilton Chicago - Magnificent Mile](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) > > > DoubleTree by Hilton Chicago - Magnificent Mile, rated 8.8 by travelers, is a family-friendly 4-star hotel located a convenient 14-minute walk from Oak Street. The hotel boasts an accessible outdoor pool with sun loungers and a poolside bar, making it a great spot for families. Guests can also take advantage of their rooftop terrace, room service, and nearby shopping options for a delightful stay. > > > [The Royal Sonesta Chicago River North](https://www.expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) > > > The Royal Sonesta Chicago River North is a luxurious 4.5-star hotel, situated just a 13-minute walk from Oak Street. With an impressive travelers' rating of 9.2, it features an inviting indoor pool with accessible facilities and sun loungers. Additional amenities include a 24-hour fitness center, valet parking, and beautifully designed rooms with premium bedding, ensuring travelers have a comfortable and stylish stay. > > > [Radisson Blu Aqua Hotel Chicago](https://www.expedia.com/Chicago-Hotels-Radisson-Blu-Aqua-Hotel-Chicago.h4520626.Hotel-Information) > > > Radisson Blu Aqua Hotel Chicago is a stunning 4.5-star hotel located just 1.3 miles from Oak Street. With a strong travelers' rating of 8.4, this hotel features an impressive indoor pool complete with sun loungers and cabanas, perfect for relaxation. Guests can also enjoy a full-service spa, 24-hour fitness center, and an on-site art gallery, ensuring a luxurious experience during their stay. ### What are the best pet-friendly hotels near Oak Street? > [Waldorf Astoria Chicago](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) > > > Waldorf Astoria Chicago, a prestigious 5-star hotel, is conveniently situated just 1 minute from Oak Street. Rated 9.4 by travelers, this hotel is perfect for those traveling with pets, providing essential amenities like food and water bowls. Guests will love the indoor pool, a top spa, and 24-hour room service, ensuring a pampered experience in the heart of the city. > > > [Sofitel Chicago Magnificent Mile](https://www.expedia.com/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) > > > Sofitel Chicago Magnificent Mile is a 4.5-star hotel located just a 3-minute walk from Oak Street. With a remarkable travelers' rating of 9.4, this hotel warmly welcomes pets and offers amenities like food and water bowls for your convenience. Guests can also enjoy a 24-hour fitness center, a terrace, and luxurious designer toiletries. Ideal for a stylish stay in Chicago, it combines comfort with a prime location. > > > [La Quinta Inn & Suites by Wyndham Chicago Downtown](https://www.expedia.com/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Chicago-Downtown.h2506471.Hotel-Information) > > > La Quinta Inn & Suites by Wyndham Chicago Downtown has a welcoming atmosphere for pet owners, located 1.7 miles from Oak Street and rated 8.6 by travelers. This 3-star hotel features pet-friendly accommodations that allow both dogs and cats. Guests can enjoy complimentary breakfast, air conditioning, and free toiletries. It's an excellent choice for families seeking comfort and convenience near Chicago's vibrant downtown. ### Can I book a fully refundable hotel close to Oak Street? ### Can I find Expedia discounts for hotels near Oak Street? > *\*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.* ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Magnificent Mile ](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Wrigley Field ](https://www.expedia.com/Wrigley-Field-Hotels.0-l6034754-0.Travel-Guide-Filter-Hotels) - [Hotels near River North ](https://www.expedia.com/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - 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