Title: Top 10 Hotels in South Side from $76 - Competitive Prices | Expedia.com [South Side Travel Guide](https://expedia.com/South-Side.dx553248635074842823)[Vacation Rentals in South Side](https://expedia.com/South-Side-Vacation-Rentals.d553248635074842823.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.com/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.com/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[Car Rentals in South Side](https://expedia.com/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.com/South-Side.d553248635074842823.Destination-Travel-Guides) ![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.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 ## Go beyond your typical stay in South Side Pool [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&amenities=POOL) Great for families [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&travelerType=family_friendly) Hot tub [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&amenities=HOT_TUB) Pet-friendly [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&amenities=PETS) Spa [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&lodging=APART_HOTEL) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&lodging=APARTMENT) Cottages [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&lodging=COTTAGE) Condo [](https://www.expedia.com/Hotel-Search?destination=South+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635074842823&latLong=41.805466%2C-87.608765&adults=2&startDate=2026-02-28&d1=2026-02-28&endDate=2026-03-02&d2=2026-03-02&lodging=CONDO) ## Check prices for these dates Tonight [Feb 14 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=553248635074842823&startDate=2026-02-14&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 15 - Feb 16](https://www.expedia.com/Hotel-Search?regionId=553248635074842823&startDate=2026-02-15&endDate=2026-02-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=553248635074842823&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=553248635074842823&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels ![Lobby](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/3123fdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/69b37e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/e1b9cc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chicago Chinatown [](https://www.expedia.com/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) Chinatown 9.6/10 Exceptional (1,000 reviews) "Everything about the hotel was great. Awesome location and the staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Makessia $110 nightly $129 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/1d4ff2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/3dbc8b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/98e3ca35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) Bedford Park 9.0/10 Wonderful (1,303 reviews) "The breakfast was good, and the shuttle bus was very convenient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shuchen $105 nightly $123 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/f1fd01e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/726ddd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/ffbe5574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/dfa44326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sophy Hyde Park [](https://www.expedia.com/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) Hyde Park 9.6/10 Exceptional (1,001 reviews) "The view and room was awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Merritt $206 nightly $242 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/e3b5efe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/ddd4f59a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/5ab28ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago-South/University Medical Center [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) Hyde Park 8.8/10 Excellent (1,000 reviews) "The staff was awesome! The experience was AMAZING! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) April $135 nightly $158 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/28814a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/816d88c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/0fb0f5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jaslin Hotel [](https://www.expedia.com/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) Chinatown 8.8/10 Excellent (1,174 reviews) "Great service and clean roomd" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) evelina $88 nightly $104 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/b32fc0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/a0633f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/16e59ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/5a8bb237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 - Chicago, IL [](https://www.expedia.com/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information) Washington Heights 7.2/10 Good (250 reviews) "Good stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NICHOLE $80 nightly $94 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information) ![Serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/7cf4bf83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/573f8c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/ea31053e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/2fd33e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Marriott Midway [](https://www.expedia.com/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) Bedford Park 8.4/10 Very Good (919 reviews) "Great service, friendly staff. Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian $135 nightly $159 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/8d4eacf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/994a5eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/18e8c92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House [](https://www.expedia.com/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) Bronzeville 8.6/10 Excellent (80 reviews) "My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lizeth $76 nightly $89 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/41972c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, memory foam beds, individually decorated](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/c0e1e78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/dd3fd8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/23000000/22680000/22671000/22670906/0aedd339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mccormick Place Guest House [](https://www.expedia.com/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) Bronzeville 8.8/10 Excellent (46 reviews) "Very good place,nice host " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Qiang $75 nightly $88 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Mccormick-Place-Guest-House.h22670906.Hotel-Information) ![Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/efb1181a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/073ee6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlton Inn Midway [](https://www.expedia.com/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) Archer Heights 6.4/10 (1,003 reviews) "It is a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Adrian $88 nightly $104 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/d5acb403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/450ed27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3835h2161x6y0-831944db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/b932f6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago – Midway Airport S by IHG [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) West Lawn 8.4/10 Very Good (1,002 reviews) "Staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kali $96 nightly $111 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/92ee0c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/ff20a621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/a537c55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/ed5d1c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn & Suites - Midway Airport [](https://www.expedia.com/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) Burbank 6.6/10 (1,000 reviews) " Clean and quiet with a variety of restaurants nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel $96 nightly $106 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/099e5443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shared fridge, microwave](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/e7d4b5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/e0a46a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/6a793d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chinatown Hotel Chicago [](https://www.expedia.com/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) Chinatown 5.4/10 (1,001 reviews) "Great for roding the cta" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas $69 nightly $81 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/a2a4ef31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/38fe6f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/6c3662e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/953521af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skylark Motel [](https://www.expedia.com/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) Garfield Ridge 4.6/10 (119 reviews) "Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen $85 nightly $100 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/919fb8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/fba78af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/1cf69111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/275d47ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Motel By OYO Chicago I-90 [](https://www.expedia.com/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information) Woodlawn 3.6/10 (52 reviews) "Room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nyi $79 nightly $92 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/w3456h2300x0y0-6e038619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/w3451h2304x0y0-39d39828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/c80663a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking (Jetted Tub) | Jetted tub](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/w3448h2304x4y0-e45070c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saratoga Motel By Capital O Near Midway Airport Chicago IL [](https://www.expedia.com/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information) Ashburn 7.0/10 Good (33 reviews) "Great hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $66 nightly $76 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/cdb6bc21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/026f1c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b1d231c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b66dd193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Admiral Motel By Oyo Chicago I-94 [](https://www.expedia.com/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information) Chatham 3.8/10 (46 reviews) "Fine stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharmaine $77 nightly $89 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/d34c171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (2 Room) | Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2561x3y0-7e662cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Chicago, Tapestry Collection by Hilton [](https://www.expedia.com/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,526 reviews) "Great location, friendly staff and nice room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Srinivasa $82 nightly $96 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Latin American cuisine](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (2,368 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake $151 nightly $178 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.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/w2557h3837x3y3-5ce449d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/26100/26076/3932c1a7.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) Downtown Chicago 9.2/10 Wonderful (1,316 reviews) "great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Loan $160 nightly $188 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Thompson-Chicago.h26076.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=2026-02-28&endDate=2026-03-01®ionId=553248635074842823&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=HTG_SPRING_PROMO_553248635074842823) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Hotels.d553248635074842823.Travel-Guide-Hotels) ## Stay near popular Great Lakes attractions ![Aerial View of a large University in the Chicago Neighborhood of Hyde Park](https://images.trvl-media.com/place/6064081/ed547d2b-1357-42b3-840a-f88661f7db9c.jpg) ### University of Chicago 4.3/5 (1,552 reviews) Enjoy the collegiate vibe when you visit University of Chicago, during your travels in Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6064081) ![Beautiful Museum of Science and Industry captured through the blossomed trees in Chicago, USA](https://images.trvl-media.com/place/6064043/bfb49ba7-d2fd-4574-83b4-a4afa4a3dce8.jpg) ### Griffin Museum of Science and Industry 4.6/5 (1,713 reviews) This large, interactive museum contains a coal mine and World War II submarine among its many attractions. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6064043) ![](https://images.trvl-media.com/place/829/dff7a9e1-29c3-481e-88e4-18d59bc354e1.jpg) ### Rate Field Catch an event at Rate Field during your trip to Chicago. Experience the entertainment choices and acclaimed art scene in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6034756) ![Chicago El Train at The Illinois Institute of Technology](https://images.trvl-media.com/place/6168375/c9c60c06-88be-4634-b3e8-e9900fa27e8f.jpg) ### Illinois Institute of Technology Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6168375) ![On June 4, 1944, a German submarine known as U-505 was prowling off the coast of West Africa on a hunt for American and Allied ships, when depth charges from the USS Chatelain blasted the dreaded U-boat out of hiding. It was the end of a violent run for U-505, which had terrorized the Atlantic Ocean as part of a massive U-boat campaign that almost altered the outcome of World War II. The Museum of Science and Industry invites you to step inside the real U-505—the only German submarine in the United States, and, now, a national memorial to the 55,000 American sailors who gave their lives on the high seas in WWI and WWII.](https://images.trvl-media.com/place/829/d8d4055b-7824-4c62-bdd0-a094d1bcc972.jpg) Photo by Shoba Krishnamurthy ### Jackson Park Jackson Park 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=507388) ### Bridgeport Art Center You can spend time studying the exhibits at Bridgeport Art Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533116324) ### Abbott Park Abbott Park 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 acclaimed art scene. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621555594773) ### Ida B Wells House You can find out about the history of Chicago with a stop at Ida B Wells House. 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=553248621533116338) ## Learn more about South Side Discover the metropolitan area of South Side—museums, skyscrapers, and top sights like Lake Michigan. [See all hotels in South Side](https://www.expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&adults=2®ionId=553248635074842823) ![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=900&h=514&p=1&q=high) ## Top South Side Hotel Reviews ![Holiday Inn Chicago – Midway Airport S by IHG](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3836h2161x5y0-7f85e9e1_y.jpg) ### Holiday Inn Chicago – Midway Airport S by IHG 10/10 Excellent "Clean rooms, accommodating and wonderful staff. I would stay again. There are two concerns- 1\. Small bugs almost invisible to the eye. An exterminator once in a while would help. 2\. I would not waste my money on the breakfast. Stale bread and pastries, and a lack of variety in a city that boast of the best food in the U.S. is a disappointment. The best part of the breakfast is the free range shambled eggs." [](https://expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![A Home Away From Home!](https://images.trvl-media.com/lodging/104000000/103950000/103943300/103943206/853ce9f7_y.jpg) ### A Home Away From Home! 10/10 Excellent "The home fit our needs perfectly. Plenty of room for all of us and great common spaces. Wonderful location with plenty of restaurants to choose from. We sincerely appreciated having the steps and walkway shoveled within an hour of check out, which was extremely considerate of our host!" [](https://expedia.com/Chicago-Hotels-A-Home-Away-From-Home.h103943206.Hotel-Information) ![Hyatt Place Chicago-South/University Medical Center](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg) ### Hyatt Place Chicago-South/University Medical Center 10/10 Excellent "The staff was awesome! The experience was AMAZING! " [](https://expedia.com/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) ![Sophy Hyde Park](https://images.trvl-media.com/lodging/23000000/22360000/22355300/22355297/f98af4f7_y.jpg) ### Sophy Hyde Park 10/10 Excellent "Beautiful hotel, great location, will stay again." [](https://expedia.com/Chicago-Hotels-Sophy-Hyde-Park.h22355297.Hotel-Information) ![SpringHill Suites by Marriott Chicago Chinatown](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923_y.jpg) ### SpringHill Suites by Marriott Chicago Chinatown 10/10 Excellent "The room was spotless, not to mention stunning and very comfortable. The staff were beyond kind and exceedingly helpful. The breakfast was honestly so good, I’ve never had a good hotel breakfast until Springhill Suites. Overall one of my favorite places I’ve ever stayed. Will be coming back in the future 100%. I was reluctant to leave this review because I didn’t want others to find this amazing place, but it deserves this review! Totally ruined all other hotels for me. 10/10 stay. " [](https://expedia.com/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17_y.jpg) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 10/10 Excellent "Staff was great!!" [](https://expedia.com/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Chicago Marriott Midway](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/99523df7_y.jpg) ### Chicago Marriott Midway 10/10 Excellent "Room was very clean, staff was very responsive and courteous " [](https://expedia.com/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) ![Chinatown Hotel Chicago](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/85295fe8_y.jpg) ### Chinatown Hotel Chicago 10/10 Excellent "Great rooms With upgraded, Recently Renovated! " [](https://expedia.com/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Motel 6 - Chicago, IL](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/55e03c95_y.jpg) ### Motel 6 - Chicago, IL 10/10 Excellent "Good stay" [](https://expedia.com/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information) ## More cheap stays in South Side ![Saratoga Motel By Capital O Near Midway Airport Chicago IL](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/w3451h2304x0y0-39d39828_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Saratoga Motel By Capital O Near Midway Airport Chicago IL 7701, S Cicero Avenue Chicago IL $66 nightly $76 total Feb 15 - Feb 16 Total with taxes and fees 7/10 Good! (32 reviews) [](https://expedia.com/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information) ![Villa Dubois Guest House](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Villa Dubois Guest House 3722 S Calumet Ave Chicago IL $76 nightly $89 total Mar 10 - Mar 11 Total with taxes and fees 8.4/10 Very Good! (80 reviews) [](https://expedia.com/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) ![Motel 6 - Chicago, IL](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/55e03c95_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 - Chicago, IL 10022 South Halsted Street Chicago IL $80 nightly $94 total Feb 16 - Feb 17 Total with taxes and fees 7/10 Good! (249 reviews) [](https://expedia.com/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information) ![Carlton Inn Midway](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Carlton Inn Midway 4944 S Archer Ave Chicago IL $88 nightly $104 total Feb 16 - Feb 17 Total with taxes and fees 6.2/10 (1,001 reviews) [](https://expedia.com/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ![Best Western Inn & Suites - Midway Airport](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/92ee0c20_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Inn & Suites - Midway Airport 8220 S Cicero Ave Burbank IL $96 nightly $106 total Feb 22 - Feb 23 Total with taxes and fees 6.6/10 (1,000 reviews) [](https://expedia.com/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) ![Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 6500 S Cicero Ave Chicago IL $105 nightly $123 total Feb 17 - Feb 18 Total with taxes and fees 8.8/10 Excellent! (1,299 reviews) [](https://expedia.com/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ## Hotels in South Side with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 1 properties [](https://expedia.com/4Star-South-Side-Hotels.s40-0-d553248635074842823.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 7 properties [](https://expedia.com/3Star-South-Side-Hotels.s30-0-d553248635074842823.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 50 properties [](https://expedia.com/2Star-South-Side-Hotels.s20-0-d553248635074842823.Travel-Guide-Filter-Hotels) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - 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