Title: Best Hotels With Pool in Chicago | Top Picks | Expedia.com [Chicago Travel Guide](https://expedia.com/Chicago.dx178248)[Hotels in Chicago](https://expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Car Rentals in Chicago](https://expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.com/Chicago.d178248.Destination-Travel-Guides) ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.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 availability on Chicago Hotels with a Pool Tonight [Mar 27 - Mar 28](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-27&endDate=2026-03-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 28 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-28&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-27&endDate=2026-03-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago hotels with a pool ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,155 reviews) "Nice location and good hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taneshia $96 nightly $113 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/6b5099c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,378 reviews) "Loved this hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen $98 nightly $115 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a0ababda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,993 reviews) "Excellent stay overall" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emre $122 nightly $143 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/92caac39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7c24871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/5dd90c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,810 reviews) "Great Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwayne $110 nightly $129 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/eea57c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very Good (1,757 reviews) "Staff was friendly, explained the hotel and amenities well. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary $144 nightly $169 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/0f103d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/e065e04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/5bee96cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown South Loop [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,934 reviews) "Hotel was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaCarr $110 nightly $129 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/2435ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/0ea4e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Downtown Chicago 8.2/10 Very Good (2,810 reviews) "Every thing was in walking distance and the hotel is beautiful I will definitely be back " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon $144 nightly $169 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/c95917cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Chicago [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,000 reviews) "Hot tubs was the best part!! Super hot water " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myeisha $213 nightly $250 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/cff11fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/a00357b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/82978823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/19300/19215/1e5dfdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago Downtown Hotel [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,000 reviews) "Clean Room, Friendly and attentive staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Felix $193 nightly $226 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/e60db65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/57098577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/79c28219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Corner | In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/3fd75419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago/Downtown - The Loop [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-ChicagoDowntown-The-Loop.h11062225.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,223 reviews) "This location was fantastic! Right in the middle of everything we wanted to see in Chicago. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashlee $124 nightly $146 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-ChicagoDowntown-The-Loop.h11062225.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=2026-04-11&endDate=2026-04-12®ionId=178248&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Chicago Breakfast included Hot tub Water park Spa 4 stars ## Hotels with pools and free breakfast in Chicago ![Exterior](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/57098577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Corner | In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/3fd75419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/2dfdebf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/4771a8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago/Downtown - The Loop [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-ChicagoDowntown-The-Loop.h11062225.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1223) $124 nightly $146 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-ChicagoDowntown-The-Loop.h11062225.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/0ea4e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/2435ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Downtown Chicago 8.2/10 Very Good (2810) $144 nightly $169 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/0d225744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/1e67e2bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/w4000h2645x0y22-fdcb2993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/92000000/91140000/91139000/91138950/ff21d1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The St. Regis Chicago [](https://www.expedia.com/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (103) $495 nightly $581 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-St-Regis-Chicago.h91138950.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/f870c67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/759e1c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/cc6c963b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### InterContinental Chicago Magnificent Mile by IHG [](https://www.expedia.com/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (2910) $208 nightly $244 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3155) $96 nightly $113 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.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) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.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) ![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) Downtown Chicago 9.4/10 Exceptional (1000) $410 nightly $481 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/58afb443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a419e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3993) $122 nightly $143 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/a2db9cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/120d903c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7c24871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1810) $110 nightly $129 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.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 (Gold Coast) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/aa0a7cb9.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) ![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) Downtown Chicago 9.6/10 Exceptional (1000) $438 nightly $514 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/80000/79600/79589/4f76266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/80000/79600/79589/24db8f2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/80000/79600/79589/05233c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79600/79589/d9f80325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Chicago Downtown [](https://www.expedia.com/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Downtown.h79589.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1452) $122 nightly $143 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hampton-Inn-Suites-Chicago-Downtown.h79589.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-11&endDate=2026-04-12®ionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Chicago ![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) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.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) ![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) Downtown Chicago 9.4/10 Exceptional (1000) $410 nightly $481 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.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) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/af38c666.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) ### The Langham, Chicago [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1002) $439 nightly $516 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.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 (Gold Coast) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/aa0a7cb9.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) ![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) Downtown Chicago 9.6/10 Exceptional (1000) $438 nightly $514 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds | Living area | 37-inch TV with cable channels, pay movies](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2707) $155 nightly $182 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/459a3527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Chicago [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1000) $213 nightly $250 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Corner | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/e4e07af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/6234383e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1073) $160 nightly $188 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/d9d52d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/db64d517.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/5ac2a6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/fb0cdbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago O'Hare Suites Hotel [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information) O'Hare 8.6/10 Excellent (1001) $120 nightly $141 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/0bd05cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/4b5d9cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, City View | Living area | 65-inch LED TV with cable channels](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/00299afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/39fc8c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay One Chicago [](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information) Downtown Chicago 7.6/10 Good (4) $370 nightly $435 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/92b6393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/afed07db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/d3aa0906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/30af6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel at Midtown [](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) Bucktown 9.0/10 Wonderful (849) $251 nightly $295 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.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=2026-04-11&endDate=2026-04-12®ionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Chicago Hotel Reviews ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 2/10 Terrible "The air conditioning did not work in my room. They have windows that are unlocked with no screen. It’s not kid friendly hotel, security, harassed kids, even though it was spring break the swimming pool is not as large as the picture make it look for such a large hotel to accommodate so many guests the swimming area does not look that way on the picture. Did I really enjoy myself." [](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b_y.jpg) ### Swissotel - Chicago 4/10 Poor "Some issues with the room and internet, had to switch rooms. The second room had a malfunctioning toilet fill valve, it would shut off due to friction, requiring me to pull the lid and jiggle it to fill. Some outlet's didn't work. Low hanging fruit that can be attended to can go a long way. Staff was friendly and professional at all times. Would definitely stay here again, but urge attention to detail. Also, have a daily Urban Experience Fee on the final bill that I have asked to get back. Not sure what an Urban Experience Fee means, no Urban Experience was offered outside of doing my thing, being a native Chicagoan. " [](https://expedia.com/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Amazing hotel with great views " [](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg) ### The Royal Sonesta Chicago Downtown 6/10 Okay "Internet was slow.restaurant was closed on Tuesday night with no room service. " [](https://expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Increíble hotel súper friendly staff! " [](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/2c5e0afa_y.jpg) ### Hyatt Regency O'Hare Chicago 10/10 Excellent "I did not use those amenities." [](https://expedia.com/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 8/10 Good "Not much staff was apparent on the main floor throughout my stay. My initial encounter at check-in was with an unhelpful person but most of the staff was excellent. Instructions for the in-room coffee machine were not provided and I wasted the only coffee trying to work it. Walls were thin and adjacent guests noisy. But room was attractive and it had a bathtub, a lovely perk." [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 6/10 Okay "We had booked the lake view king suite room which the view was not great. When we got into the room it was very hot and we tried to turn the ac on but the air blowing out was still hot. Definitely would not book there again " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "The breakfast was great. Rooms were spotless and the double room had two bathrooms that was great when sharing with a friend " [](https://expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Chicago cost? ### Are there hotels in Chicago that have private outdoor pools? > This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued. ### What are some of the best Chicago hotels with outdoor pools and scenic views? > Another fantastic option is the [Viceroy Chicago](https://www.expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information), also rated 4.5 stars and sharing that same high traveller rating of 9.4\. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike. > > > For those who prefer a touch of luxury, [The Ritz-Carlton, Chicago](https://www.expedia.com/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) stands out with its 5-star rating and a review score of 9.2\. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago. > > > Lastly, the [Renaissance Chicago Downtown Hotel](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information), rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure. ### Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)? > Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay. > > > With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City. ### Which Chicago hotels offer poolside service for food and drinks? > Another excellent choice is [The Robey, Chicago, a Member of Design Hotels](https://www.expedia.com/Chicago-Hotels-The-Robey.h15758132.Hotel-Information). With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike. > > > For those looking for a convenient location, [Hilton Grand Vacations Club Chicago Magnificent Mile](https://www.expedia.com/Chicago-Hotels-Hilton-Grand-Vacations-Chicago-Downtown-Magnificent-Mile.h37641670.Hotel-Information) also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions. > > > [The Hoxton Chicago](https://www.expedia.com/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) is another delightful option, featuring a poolside bar and a traveller rating of 9.0\. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay. > > > Lastly, [The Hotel at Midtown](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information), with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity. ### Is it cheaper to book flights and a Chicago hotel with a pool as a package? ### How can I save on a Chicago hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6350699-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels with a View in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-View.0-n6350699-0-tHotelswithView.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 Grant Park ](https://www.expedia.com/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotel-Suites.0-n6350699-0-tHotelSuites.Travel-Guide-Filter-Hotels) - [Hotels near The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park ](https://www.expedia.com/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Suites in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-Suites.0-n800024-0-tHotelSuites.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6350699-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels near River North ](https://www.expedia.com/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n6350699-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Luxury-Hotel.0-n800024-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Boutique-Hotel.0-n800024-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Union Station ](https://www.expedia.com/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels) - [Hotels with Balconies in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Balconies.0-n6350699-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Free-Parking.0-n800024-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels near Michigan Avenue ](https://www.expedia.com/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n800024-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field ](https://www.expedia.com/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Spa-Hotel.0-n800024-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Family Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Family-Hotel.0-n800024-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Complimentary-Breakfast.0-n800024-0-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Fitness-Center.0-n800024-0-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n800024-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Pet-Friendly-Hotel.0-n800024-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Balconies.0-n800024-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Romantic Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Romantic-Hotel.0-n800024-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n800024-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Tennis-Courts.0-n800024-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Casino Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Casino-Hotel.0-n800024-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [All-Inclusive Resorts in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-All-Inclusive-Hotel.0-n800024-0-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bars in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Bar-Hotel.0-n800024-0-tBarHotel.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Smoking-Rooms.0-n800024-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Historic Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Historic-Hotel.0-n800024-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-With-Pool.0-n800024-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Golf-Hotel.0-n800024-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Kitchens.0-n800024-0-tHotelswithKitchens.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Couples-Resorts-Hotels.0-n800024-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Restaurants.0-n800024-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Extended-Stay-Hotels.0-n800024-0-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Lakefront-Hotels.0-n800024-0-tLakefrontHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Wedding-Hotels.0-n800024-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Adjoining-Rooms.0-n800024-0-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Hotels with a View in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-View.0-n800024-0-tHotelswithView.Travel-Guide-Filter-Hotels) - [Hotels with Room Service in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Room-Service.0-n800024-0-tHotelswithRoomService.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Laundry-Facilities.0-n800024-0-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-LGBT-Welcoming-Hotel.0-n800024-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Non-Smoking Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Smoke-Free-Hotels.0-n800024-0-tSmokeFreeHotels.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Fireplaces.0-n800024-0-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-A-Lazy-River.0-n800024-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels on the River in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Riverside-Hotels.0-n800024-0-tRiversideHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Business-Hotel.0-n800024-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts & in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Honeymoon-Hotels.0-n800024-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotel with a Concierge Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-With-A-Concierge.0-n800024-0-tHotelwithaConcierge.Travel-Guide-Filter-Hotels) - [Hotels with Air Conditioning in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Air-Conditioning.0-n800024-0-tHotelswithAirConditioning.Travel-Guide-Filter-Hotels) - [Quiet Resorts & in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Secluded-Hotels.0-n800024-0-tSecludedHotels.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Outdoor-Pool.0-n800024-0-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre ](https://www.expedia.com/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Pet-Friendly-Hotel.0-n6350699-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Romantic-Hotel.0-n6350699-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Smoking-Rooms.0-n6350699-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago ](https://www.expedia.com/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Magnificent Mile ](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels-Luxury-Hotel.0-n800025-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Kitchens.0-n6350699-0-tHotelswithKitchens.Travel-Guide-Filter-Hotels) - [Hotels near State Street ](https://www.expedia.com/State-Street-Hotels.0-l6175182-0.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Spa-Hotel.0-n6350699-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near CIBC Theatre ](https://www.expedia.com/CIBC-Theatre-Hotels.0-l553248621563220853-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Family-Hotel.0-n6350699-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Theatre District ](https://www.expedia.com/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Motels in Monroe Station ](https://www.expedia.com/Monroe-Station-Motels.d6189309-aaMotels.Travel-Guide-Accommodation) - [Casino Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Casino-Hotel.0-n6350699-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Central Chicago Hotels ](https://www.expedia.com/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels) - [Hotels with Free Parking in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Parking.0-n6350699-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Condo Rentals in Monroe Station ](https://www.expedia.com/Monroe-Station-Condos.d6210064-aaCondos.Travel-Guide-Accommodation) - [Hotels near Sullivan Center ](https://www.expedia.com/Sullivan-Center-Hotels.0-l553248621533116571-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Theatre District ](https://www.expedia.com/4Star-Theatre-District-Chicago-Hotels.s40-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Theatre District ](https://www.expedia.com/3Star-Theatre-District-Chicago-Hotels.s30-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Lakefront-Hotels.0-n6350699-0-tLakefrontHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotel-With-Pool.0-n6350699-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Boutique-Hotel.0-n6350699-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Outdoor Pool in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-Outdoor-Pool.0-n6350699-0-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels) - [Visit Downtown Chicago ](https://www.expedia.com/Chicago-Downtown-Chicago.dx6350699) - [Visit The Loop ](https://www.expedia.com/Chicago-The-Loop.dx800024) - [Cibc Theatre ](https://www.expedia.com/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Chase Tower ](https://www.expedia.com/Chase-Tower-Downtown-Chicago.d553248621555594882.Vacation-Attraction) - [Visit Theatre District ](https://www.expedia.com/Chicago-Theatre-District.dx651190586167894016) - [Sullivan Center ](https://www.expedia.com/Sullivan-Center-Downtown-Chicago.d553248621533116571.Vacation-Attraction) - [State Street ](https://www.expedia.com/State-Street-Bronzeville.d6175182.Vacation-Attraction) - [Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Downtown-Chicago.d553248621533116569.Vacation-Attraction) - [Van Car Rentals near CIBC Theatre ](https://www.expedia.com/Van-Car-Rentals-In-CIBC-Theatre.d553248621563220853-tVan.Car-Rental-Guide-Class) - [Car rentals near Sullivan Center ](https://www.expedia.com/Car-Rentals-In-Sullivan-Center.d553248621533116571.Car-Rental-Guide) - [Car rentals near Theatre District ](https://www.expedia.com/Car-Rentals-In-Theatre-District.d651190586167894016.Car-Rental-Guide) - [Car rentals near Chagall's Four Seasons ](https://www.expedia.com/Car-Rentals-In-Chagalls-Four-Seasons.d553248621533116569.Car-Rental-Guide) - [Car rentals near State Street ](https://www.expedia.com/Car-Rentals-In-State-Street.d6175182.Car-Rental-Guide)