Title: TOP Hotels with Entertainment in South Side, IL for 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26577-Museum-Of-Science-And-Industry.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Entertainment in South Side ![](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 Hotels with Entertainment Tonight [29 Oct - 30 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [30 Oct - 31 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side Hotels with Entertainment ![Lobby lounge](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923.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) ![Exterior](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/bf40a417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/4e3574c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Chicago Chinatown Chinatown 9.6/10 Exceptional (1027) "Room was very clean, staff extremely friendly, and great dining options. Would stay there again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Osama £103 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.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) ![Lobby](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/0fb0f5ac.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) ### Jaslin Hotel Chinatown 9.0/10 Wonderful (1165) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony £124 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793077/b25e4b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793077/c7f01b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793077/eb671c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793077/6ec56159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1BR/1BA Apt in Chicago Hyde Park 10/10 Exceptional (1) £147 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Charming-1BR1BA-Apt-In-Chicago.h116793077.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119470000/119468300/119468277/2e29ddad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119470000/119468300/119468277/2c677b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119470000/119468300/119468277/b7f4ff98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119470000/119468300/119468277/4e48981d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homey Vibes Furnished 1BR Apt Kenwood £149 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Homey-Vibes-Furnished-1BR-Apt.h119468277.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792607/5e312173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792607/d964fcba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792607/9755bb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792700/116792607/b3a8baf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Spot, Chic 1-Bedroom Unit Hyde Park 4.8/10 (6) "This is exactly what we were looking for. Location is good near beautiful side streets and walking distance from shops and good restaurants. Very responsive host. Nice decorative touches and clean, efficient cooking area. Clean apartment which could use updating but if you want updates you’ll just have to pay more. This was our second stay in this general area and we liked this one better. Definitely a reasonable price for this area. Ad is accurate regarding the apartment. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas £147 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Stylish-Hyde-Park-1BR-Near-UChicago.h116792607.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/85295fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/4171b92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Fridge, microwave](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/13304f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chinatown Hotel Chicago Chinatown 5.4/10 (1001) "Lots of affordable parking in the area and right by the red line" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony £75 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel Downtown Chicago 8.4/10 Very good (2047) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron £116 includes taxes & fees 24 Nov - 25 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/2f70f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed | 1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/f5c52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago Downtown Chicago 9.4/10 Exceptional (2681) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry William £116 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.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) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/55a8ba7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a9c979ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago 9.4/10 Exceptional (2229) "Rooms were clean with a great view of the lake and the city " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan £111 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/4d6bf4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking | 1 bedroom, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/8e73a83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking | 1 bedroom, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/904fb434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1360000/1353900/1353808/9764fd8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Merrillville, IN Merrillville 7.0/10 Good (1001) "Place was great pick for me and my family to stay at " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamar £62 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Merrillville-Hotels-Country-Inn-Suites-By-Radisson.h1353808.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.co.uk/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13®ionId=553248635074842823&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Jaslin Hotel](//images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg) ### Jaslin Hotel 10/10 Excellent "Room was clean and staff were friendly with check-in and giving me extra pillows. The bed was comfortable. The hotel ia in the heart of chinatown with great restaurants, pretty conveniently walkable to McCormick center. Overall very happy with my stay here. " [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information) ![Best Western Inn & Suites - Midway Airport](//images.trvl-media.com/lodging/1000000/520000/517500/517495/92ee0c20_y.jpg) ### Best Western Inn & Suites - Midway Airport 10/10 Excellent "Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. " [](https://expedia.co.uk/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) ![Hyatt Place Chicago-South/University Medical Center](//images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg) ### Hyatt Place Chicago-South/University Medical Center 10/10 Excellent "Just an overnight stay for a college campus visit, but had the Hyatt recommended by numerous people and it didn't disappoint. What a great community the Hyde Park area was. Rooms were very nice, big and extremely clean. Will definitely be making that out go to for all future trips to the Chicago land area" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) ![Chicago Marriott Midway](//images.trvl-media.com/lodging/1000000/900000/892200/892168/99523df7_y.jpg) ### Chicago Marriott Midway 10/10 Excellent "Our stay was hassle free. The room was immaculate. The staff was helpful and courteous. " [](https://expedia.co.uk/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) ![Carlton Inn Midway](//images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562_y.jpg) ### Carlton Inn Midway 10/10 Excellent "Very friendly! With airport shuttle!" [](https://expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ![Chinatown Hotel Chicago](//images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/85295fe8_y.jpg) ### Chinatown Hotel Chicago 10/10 Excellent "Lots of affordable parking in the area and right by the red line" [](https://expedia.co.uk/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - [4 Star Hotels in McKinley Park](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.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) - [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) - [Gay-Friendly Hotels in Avalon Park](https://www.expedia.co.uk/Avalon-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132379-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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[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) - 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[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) - 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[Visit South Loop](https://www.expedia.co.uk/Chicago-South-Loop.dx6130108) - [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)