Title: The 10 Best 2 Star Hotels in South Side - 2026 Updated Prices | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Holiday Rentals in South Side](https://expedia.co.uk/South-Side-Holiday-Rentals.d553248635074842823.Travel-Guide-HolidayRentals)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635074842823.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635074842823.Holidays-City-Breaks) ![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 2 Star hotels in South Side, Chicago - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 South Side 2 Star Hotels Tonight [7 Jan - 8 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-07&endDate=2026-01-08&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [8 Jan - 9 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-08&endDate=2026-01-09&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side 2-star hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed | In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/f80081f8.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.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) Bedford Park 9.0/10 Wonderful (1256) "Bed and pillows were exceptional. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eva £97 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/d12ffd97.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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/5a8bb237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/bdc72fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 - Chicago, IL [](https://www.expedia.co.uk/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information) Washington Heights 7.0/10 Good (218) "Everything was very nice even staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maurice £63 includes taxes & fees 21 Jan - 22 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Motel-6-Chicago.h115871645.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/3000000/2950000/2949200/2949171/26ad2ef6.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/073ee6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlton Inn Midway [](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) Archer Heights 6.4/10 (1001) "It is a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Adrian £95 includes taxes & fees 9 Jan - 10 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.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) ![Free self-parking](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/ed8b3d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saratoga Motel By Capital O Near Midway Airport Chicago IL [](https://www.expedia.co.uk/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information) Ashburn 7.2/10 Good (30) "Great hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £80 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.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-sized 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) ![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) ![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/5089d88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Dubois Guest House [](https://www.expedia.co.uk/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information) Bronzeville 8.8/10 Excellent (77) "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 £65 includes taxes & fees 7 Feb - 8 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/ed5d1c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | Desk, blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/a537c55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/87403ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Inn & Suites - Midway Airport [](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) Burbank 6.6/10 (1006) " Clean and quiet with a variety of restaurants nearby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel £79 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/62703e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bed sheets](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/33faabf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/10d8c32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/0d671bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capital O Empire Motel Chicago I-94 [](https://www.expedia.co.uk/Chicago-Hotels-Empire-Motel.h118831367.Hotel-Information) Greater Grand Crossing 3.2/10 (26) "They were closed when I got there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carter [](https://www.expedia.co.uk/Chicago-Hotels-Empire-Motel.h118831367.Hotel-Information) ![Room, 1 Queen Bed, Jetted Tub | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/2a2055fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/b6619f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, towels](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/62a8a4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Jetted Tub | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/132642eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rainbow Motel [](https://www.expedia.co.uk/Chicago-Hotels-Rainbow-Motel.h115345673.Hotel-Information) Garfield Ridge 5.8/10 (18) "It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Conner £92 includes taxes & fees 2 Feb - 3 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Rainbow-Motel.h115345673.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) ![Lobby](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b66dd193.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) ### Admiral Motel By Oyo Chicago I-94 [](https://www.expedia.co.uk/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information) Chatham 3.8/10 (45) "Fine stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharmaine £70 includes taxes & fees 9 Jan - 10 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information) ![Room, 1 King Bed, Non Smoking | Desk, bed sheets](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/ab261a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/19cdbb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/f16d7e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/30d5c7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Motel By OYO Chicago I-90 [](https://www.expedia.co.uk/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information) Woodlawn 3.6/10 (51) "Room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nyi £75 includes taxes & fees 9 Jan - 10 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/84aefbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/a2a4ef31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini fridge](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/b118c2d6.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.co.uk/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) Garfield Ridge 4.6/10 (119) "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 £75 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/9547c5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/6498b45e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/30688e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/9cce10bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Lake Shore Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Ramada-Inn-Lake-Shore.h69827000.Hotel-Information) Kenwood 10/10 Exceptional (1) "Clean room but in need of renovation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irma [](https://www.expedia.co.uk/Chicago-Hotels-Ramada-Inn-Lake-Shore.h69827000.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/f68ff75b.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) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/5cebb64b.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) ### Holiday Inn Chicago – Midway Airport S by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) West Lawn 8.4/10 Very good (1000) "Friendly staff and clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alisa £100 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121710000/121703600/121703532/cd4b36ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121710000/121703600/121703532/8d1ccba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121710000/121703600/121703532/fd997dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121703600/121703532/7f723c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bronzeville Jazz Room. Beautiful, cozy, centered, relaxing, rustic. [](https://www.expedia.co.uk/Chicago-Hotels-Bronzeville-Jazz-Room-Beautiful.h121703532.Hotel-Information) Bronzeville 10/10 Exceptional (1) "The property was clean. The house was nice and neat. I enjoyed my stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lamyha S. [](https://www.expedia.co.uk/Chicago-Hotels-Bronzeville-Jazz-Room-Beautiful.h121703532.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/141e9606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/5760e0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/34617f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/a69cdee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom apartment in awesome Chicago with WiFi, AC [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-Apartment-In-Awesome-Chicago-With-WiFi.h106875382.Hotel-Information) Gage Park [](https://www.expedia.co.uk/Chicago-Hotels-Charming-2-Bedroom-Apartment-In-Awesome-Chicago-With-WiFi.h106875382.Hotel-Information) ![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/d0a14058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/6737cfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Bathroom | Shower, towels](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/ac7e5ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/65b6e2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Apartment near Chicago Downtown [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.Hotel-Information) Bridgeport [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/d8f21990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/26f3a1e7_edited_563b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/a43ffef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/b96a4021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit. [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Duplex-Obama-University-Chicago-Area-3BR.h105642745.Hotel-Information) Woodlawn 5.8/10 (6) "The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy W. [](https://www.expedia.co.uk/Chicago-Hotels-Modern-Duplex-Obama-University-Chicago-Area-3BR.h105642745.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/3de306fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/15afa085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/11e19a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/05742c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Landmark; a comfy suite near McCormick Place [](https://www.expedia.co.uk/Chicago-Hotels-The-Landmark-A-Comfy-Suite-Near-McCormick-Place.h106543613.Hotel-Information) Bronzeville 10/10 Exceptional (8) "5 star as advertised. Thanks for an excellent stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher B. [](https://www.expedia.co.uk/Chicago-Hotels-The-Landmark-A-Comfy-Suite-Near-McCormick-Place.h106543613.Hotel-Information) ![Smart TV, fireplace, video games, table football](https://images.trvl-media.com/lodging/107000000/106770000/106765300/106765283/5f0dbb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106770000/106765300/106765283/f1726b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106770000/106765300/106765283/f4efcf80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106770000/106765300/106765283/b9bfc402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games! [](https://www.expedia.co.uk/Chicago-Hotels-Gorgeous-5-Bedroom-Gem-Sleeps-18-With-Pool.h106765283.Hotel-Information) Auburn Gresham 10/10 Exceptional (1) "Great lot of space " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) phyllis d. [](https://www.expedia.co.uk/Chicago-Hotels-Gorgeous-5-Bedroom-Gem-Sleeps-18-With-Pool.h106765283.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/1050258f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/4e885a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/3eb04d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/5d21d940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-1-Bedroom-Apartment-With-WiFi.h107094905.Hotel-Information) Bronzeville 9.8/10 Exceptional (14) "I really enjoyed my stay. Host was very nice and attentive. The place was clean and cozy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley M. [](https://www.expedia.co.uk/Chicago-Hotels-Cozy-1-Bedroom-Apartment-With-WiFi.h107094905.Hotel-Information) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F2Star-South-Side-Hotels.s20-0-d553248635074842823.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-South-Side-Hotels.s20-0-d553248635074842823.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in South Side. ![SpringHill Suites by Marriott Chicago Chinatown](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SpringHill Suites by Marriott Chicago Chinatown 2357 S WENTWORTH AVE Chicago IL £88 12 Jan - 13 Jan includes taxes & fees 9.4/10 Exceptional! (1,005 reviews) [](https://expedia.co.uk/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) ![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Jaslin Hotel 261 West Cermak Rd Chicago IL £104 10 Jan - 11 Jan includes taxes & fees 8.8/10 Excellent! (1,182 reviews) [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) ![Hyatt Place Chicago-South/University Medical Center](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Place Chicago-South/University Medical Center 5225 S Harper Ave Chicago IL £117 18 Jan - 19 Jan includes taxes & fees 8.6/10 Excellent! (1,014 reviews) [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) Still don't see what you're looking for? [See all properties in South Side.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20&star=20&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=09%2F01%2F2026&endDate=10%2F01%2F2026®ionId=553248635074842823&star=20&star=20&amenities=WATER_PARK) 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. ## 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.co.uk/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23&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 ## Find out more about South Side ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Chicago ](https://www.expedia.co.uk/1Star-Chicago-Hotels.s10-0-d178248.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Chicago ](https://www.expedia.co.uk/2Star-Chicago-Hotels.s20-0-d178248.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Northwest Side ](https://www.expedia.co.uk/2Star-Northwest-Side-Hotels.s20-0-d553248635976475367.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Chicago ](https://www.expedia.co.uk/3Star-Chicago-Hotels.s30-0-d178248.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Elmhurst ](https://www.expedia.co.uk/3Star-Elmhurst-Hotels.s30-0-d7836.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Lincoln Park ](https://www.expedia.co.uk/3Star-Lincoln-Park-Chicago-Hotels.s30-n6059328-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in The Loop ](https://www.expedia.co.uk/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chicago ](https://www.expedia.co.uk/4Star-Chicago-Hotels.s40-0-d178248.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Downtown Chicago ](https://www.expedia.co.uk/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.co.uk/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Mayfair ](https://www.expedia.co.uk/4Star-Mayfair-Chicago-Hotels.s40-n6132097-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Naperville ](https://www.expedia.co.uk/4Star-Naperville-Hotels.s40-0-d9009.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northwest Side ](https://www.expedia.co.uk/4Star-Northwest-Side-Hotels.s40-0-d553248635976475367.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Riverwoods ](https://www.expedia.co.uk/4Star-Riverwoods-Chicago-Hotels.s40-n602113-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Romeoville ](https://www.expedia.co.uk/4Star-Romeoville-Hotels.s40-0-d9605.Travel-Guide-Filter-Hotels) - [4 Star Hotels in West Side ](https://www.expedia.co.uk/4Star-West-Side-Hotels.s40-0-d553248635976475400.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chicago ](https://www.expedia.co.uk/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Countryside ](https://www.expedia.co.uk/5Star-Countryside-Hotels.s50-0-d7682.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Far Southeast Side ](https://www.expedia.co.uk/5Star-Far-Southeast-Side-Hotels.s50-0-d553248635976475411.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hillside ](https://www.expedia.co.uk/5Star-Hillside-Hotels.s50-0-d8353.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Lincoln Park ](https://www.expedia.co.uk/5Star-Lincoln-Park-Chicago-Hotels.s50-n6059328-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Lincolnshire ](https://www.expedia.co.uk/5Star-Lincolnshire-Hotels.s50-0-d8425.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.co.uk/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Suburbs ](https://www.expedia.co.uk/5Star-North-Suburbs-Hotels.s50-0-d6059336.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Rosemont ](https://www.expedia.co.uk/5Star-Rosemont-Hotels.s50-0-d7581.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sandwich ](https://www.expedia.co.uk/5Star-Sandwich-Hotels.s50-0-d6085096.Travel-Guide-Filter-Hotels) - [5 Star Hotels in South Suburbs ](https://www.expedia.co.uk/5Star-South-Suburbs-Hotels.s50-0-d6264251.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Western Suburbs ](https://www.expedia.co.uk/5Star-Western-Suburbs-Hotels.s50-0-d6059325.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bridgeport Hotels ](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - [Bronzeville Hotels ](https://www.expedia.co.uk/Bronzeville-Chicago-Hotels.0-n6132245-0.Travel-Guide-Filter-Hotels) - [Canaryville Hotels ](https://www.expedia.co.uk/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 35th Street-Lou Jones-Bronzeville Station ](https://www.expedia.co.uk/Chicago-35th-Street-Lou-Jones-Bronzeville-Station-Hotels.d6213376.Travel-Guide-Hotels) - [Hotels near Chicago 63rd Street Station ](https://www.expedia.co.uk/Chicago-63rd-Street-Station-Hotels.d6212802.Travel-Guide-Hotels) - [Chicago Hotels ](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Chicago Museum Campus ](https://www.expedia.co.uk/Chicago-Museum-Campus-Chicago-Hotels-Gay-Friendly-Hotel.0-n6175487-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Chicago Museum Campus Hotels ](https://www.expedia.co.uk/Chicago-Museum-Campus-Chicago-Hotels.0-n6175487-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Chinatown ](https://www.expedia.co.uk/Chinatown-Chicago-Hotels-Gay-Friendly-Hotel.0-n6003647-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Chinatown Hotels ](https://www.expedia.co.uk/Chinatown-Chicago-Hotels.0-n6003647-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Dearborn Homes ](https://www.expedia.co.uk/Dearborn-Homes-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132366-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Dearborn Homes Hotels ](https://www.expedia.co.uk/Dearborn-Homes-Chicago-Hotels.0-n6132366-0.Travel-Guide-Filter-Hotels) - [Englewood Hotels ](https://www.expedia.co.uk/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Fairmont.0-n6132371-0--bFairmont.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Hyatt-Hotels.0-n6132371-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132371-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Fuller Park Hotels ](https://www.expedia.co.uk/Fuller-Park-Chicago-Hotels.0-n6132374-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Grand Boulevard ](https://www.expedia.co.uk/Grand-Boulevard-Chicago-Hotels-Business-Hotel.0-n6132310-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Greater Grand Crossing Hotels ](https://www.expedia.co.uk/Greater-Grand-Crossing-Chicago-Hotels.0-n6132273-0.Travel-Guide-Filter-Hotels) - [Hotels near Hyde Park Art Center ](https://www.expedia.co.uk/Hyde-Park-Art-Center-Hotels.0-l553248621533116337-0.Travel-Guide-Filter-Hotels) - [Beach Resorts & in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Beach-Hotels.0-n117842-0-tBeachHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n117842-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Golf-Hotels.0-n117842-0-tGolfHotels.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hilton-Hotels.0-n117842-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Gym in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hotel-With-Gym.0-n117842-0-thotelwithgym.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hotel-With-Parking.0-n117842-0-thotelwithparking.Travel-Guide-Filter-Hotels) - [Lakeside Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Lakeside-Hotel.0-n117842-0-tlakesidehotel.Travel-Guide-Filter-Hotels) - [Moxy Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-MOXY.0-n117842-0--bMOXY.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Red-Roof-Inn.0-n117842-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Spa Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Spa-Hotels.0-n117842-0-tSpaHotels.Travel-Guide-Filter-Hotels) - [The Peninsula Group Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-The-Peninsula-Group.0-n117842-0--bThePeninsulaGroup.Travel-Guide-Filter-Hotels) - [Hyde Park Hotels ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels.0-n117842-0.Travel-Guide-Filter-Hotels) - [Indian Village Hotels ](https://www.expedia.co.uk/Indian-Village-Chicago-Hotels.0-n553248635976382922-0.Travel-Guide-Filter-Hotels) - [Destination Hotels in Kenwood ](https://www.expedia.co.uk/Kenwood-Chicago-Hotels-Destination-Hotels.0-n6132343-0--bDestinationHotels.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Kenwood ](https://www.expedia.co.uk/Kenwood-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132343-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Kenwood Hotels ](https://www.expedia.co.uk/Kenwood-Chicago-Hotels.0-n6132343-0.Travel-Guide-Filter-Hotels) - [Hotels near Lake Meadows Park ](https://www.expedia.co.uk/Lake-Meadows-Park-Hotels.0-l6132351-0.Travel-Guide-Filter-Hotels) - [Hotels near McCormick Place ](https://www.expedia.co.uk/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) - [Mckinley Park Hotels ](https://www.expedia.co.uk/McKinley-Park-Chicago-Hotels.0-n6132389-0.Travel-Guide-Filter-Hotels) - [Casino Hotels in Near South Side ](https://www.expedia.co.uk/Near-South-Side-Chicago-Hotels-Casino-Hotel.0-n6132399-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Near South Side Hotels ](https://www.expedia.co.uk/Near-South-Side-Chicago-Hotels.0-n6132399-0.Travel-Guide-Filter-Hotels) - [Oakland Hotels ](https://www.expedia.co.uk/Oakland-Chicago-Hotels.0-n6132392-0.Travel-Guide-Filter-Hotels) - [Hotels near Robert W Roloson Houses ](https://www.expedia.co.uk/Robert-W-Roloson-Houses-Hotels.0-l553248621533116343-0.Travel-Guide-Filter-Hotels) - [Hotels near SR Crown Hall ](https://www.expedia.co.uk/SR-Crown-Hall-Hotels.0-l553248621533116346-0.Travel-Guide-Filter-Hotels) - [South Shore Hotels ](https://www.expedia.co.uk/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Apartments in Southwest Side ](https://www.expedia.co.uk/Southwest-Side-Apartments.d553248635976475403-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Southwest Side ](https://www.expedia.co.uk/Southwest-Side-Cabins.d553248635976475403-aaCabins.Travel-Guide-Accommodation) - [Hotels near University of Chicago ](https://www.expedia.co.uk/University-Of-Chicago-Hotels.0-l6064081-0.Travel-Guide-Filter-Hotels) - [Washington Park Hotels ](https://www.expedia.co.uk/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [West Englewood Hotels ](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Hotels near Wintrust Arena ](https://www.expedia.co.uk/Wintrust-Arena-Hotels.0-l553248634328853320-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago ](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights to Southwest Side ](https://www.expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights) - [Visit Grand Boulevard ](https://www.expedia.co.uk/Chicago-Grand-Boulevard.dx6132310) - [Visit Hyde Park ](https://www.expedia.co.uk/Chicago-Hyde-Park.dx117842) - [Visit Jackson Park Highlands ](https://www.expedia.co.uk/Chicago-Jackson-Park-Highlands.dx6132329) - [Visit Near South Side ](https://www.expedia.co.uk/Chicago-Near-South-Side.dx6132399) - [Visit Prairie District ](https://www.expedia.co.uk/Chicago-Prairie-District.dx553248635976473159) - [Visit South Commons ](https://www.expedia.co.uk/Chicago-South-Commons.dx6132263) - [Chicago Holidays ](https://www.expedia.co.uk/Chicago.d178248.Holidays-City-Breaks) - [Essex Holidays ](https://www.expedia.co.uk/Essex.d6132371.Holidays-City-Breaks) - [Hyde Park Holidays ](https://www.expedia.co.uk/Hyde-Park.d117842.Holidays-City-Breaks) - [Robie House ](https://www.expedia.co.uk/Robie-House-Hyde-Park.d6064059.Attraction) - [Sr Crown Hall ](https://www.expedia.co.uk/SR-Crown-Hall-Bronzeville.d553248621533116346.Attraction) - [S.s. Peter and Paul Church ](https://www.expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction) - [Car hire near Lake Meadows Park ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Lake-Meadows-Park.d6132351.Car-Hire-Guide) - [Enterprise Rental Cars in Hyde Park ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Hyde-Park.d117842-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Southwest Side ](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Southwest-Side.d553248635976475403-c15.Car-Rental-Guide-Suppliers) - [Europcar Rental Cars in Hyde Park ](https://www.expedia.co.uk/Europcar-Car-Rentals-In-Hyde-Park.d117842-c14.Car-Rental-Guide-Suppliers) - [Book 2 Star Hotels in South Side on Expedia.com ](https://www.expedia.com/2Star-South-Side-Hotels.s20-0-d553248635074842823.Travel-Guide-Filter-Hotels)