Title: TOP Hotels with Room Service in South Side, IL for 2026 | 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) ![](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) ### 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 Room Service Tonight [28 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Mar - 30 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with room service ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/0b2651d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/6ccd2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed, Accessible | Living room | 55-inch LED TV with premium TV channels, TV, first-run films](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/72c3363f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LondonHouse Chicago, Curio Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (3,636 reviews) "Great room great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian Mark £199 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/w5771h3835x0y5-963f61be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,382 reviews) "Loved this hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen £86 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/32b602ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/5132819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Penthouse, 2 Bedrooms, 2 Bathrooms, City View | Living room](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/eb41e741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9420000/9418300/9418281/2aaf07f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freehand Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) Downtown Chicago 8.0/10 Very good (2,829 reviews) "Great location, clean and decent sized room, staff was helpful and amenities are very convenient!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MaryJane £81 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Freehand-Chicago.h9418281.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1120000/1110100/1110039/86b2dc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1120000/1110100/1110039/289caf93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 17.00 per person)](https://images.trvl-media.com/lodging/2000000/1120000/1110100/1110039/8ff45e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tapas bar](https://images.trvl-media.com/lodging/2000000/1120000/1110100/1110039/e6c4a358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotels by Marriott Chicago Downtown [](https://www.expedia.co.uk/Chicago-Hotels-AC-Hotels-By-Marriott-Chicago-Downtown.h1110039.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,002 reviews) "Great location, friendly staff, clean & modern rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marina £113 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-AC-Hotels-By-Marriott-Chicago-Downtown.h1110039.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/16000000/15670000/15662600/15662531/36353a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, desk, laptop workspace](https://images.trvl-media.com/lodging/16000000/15670000/15662600/15662531/66fab33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15670000/15662600/15662531/b22e0685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15670000/15662600/15662531/1952f0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Naperville Riverwalk by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Indigo-Naperville-Riverwalk.h15662531.Hotel-Information) Naperville 9.4/10 Exceptional (1,006 reviews) "Great hotel to spend a weekend at!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan £165 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Indigo-Naperville-Riverwalk.h15662531.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/11000000/10470000/10465100/10465099/d979869e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/11000000/10470000/10465100/10465099/257ef6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/11000000/10470000/10465100/10465099/8226b97a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/11000000/10470000/10465100/10465099/f1fe7e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drake Oak Brook, Autograph Collection [](https://www.expedia.co.uk/Chicago-Hotels-The-Drake-Oak-Brook.h10465099.Hotel-Information) Oak Brook 9.0/10 Wonderful (1,002 reviews) "Great Hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jakalya £125 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Drake-Oak-Brook.h10465099.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/64200/64177/86eb3188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/64200/64177/2e914018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/70000/64200/64177/85984662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64177/3d1b687e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn and Suites by Marriott Chicago Midway Airport [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chicago-Midway-Airport.h64177.Hotel-Information) Bedford Park 8.2/10 Very good (1,004 reviews) "Good stay, great breakfast, welcoming staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monika £85 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Chicago-Midway-Airport.h64177.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/232946cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/ec5ac152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/e7d66864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/21711ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Chicago O'Hare Airport [](https://www.expedia.co.uk/Chicago-Hotels-Four-Points-By-Sheraton-Chicago-OHare-Airport.h23127.Hotel-Information) Schiller Park 7.6/10 Good (1,972 reviews) "Perfect location. Convenient shuttle service and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelica £80 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Four-Points-By-Sheraton-Chicago-OHare-Airport.h23127.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/14e0cb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/8133494b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/bab1db44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/980000/971900/971851/72fa2f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Chicago O'Hare South, IL [](https://www.expedia.co.uk/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information) Bensenville 7.4/10 Good (1,322 reviews) "Wery nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £80 includes taxes & fees 19 Apr - 20 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h971851.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/60700/60644/6e725639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/60700/60644/590af1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/70000/60700/60644/75995418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/70000/60700/60644/ce46dc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Romeoville - Bolingbrook [](https://www.expedia.co.uk/Romeoville-Hotels-Comfort-Inn-Romeoville-Bolingbrook.h60644.Hotel-Information) Romeoville 8.0/10 Very good (760 reviews) "Nearest restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £67 includes taxes & fees 19 Apr - 20 Apr [](https://www.expedia.co.uk/Romeoville-Hotels-Comfort-Inn-Romeoville-Bolingbrook.h60644.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=2026-04-12&endDate=2026-04-13®ionId=553248635074842823&adults=2&room_amenities_group_explore=room_service_24_hours&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393_y.jpg) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 6/10 Okay "Not my type of place! Shuttle was Excellent!!" [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) ![Holiday Inn Chicago – Midway Airport S by IHG](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/d5acb403_y.jpg) ### Holiday Inn Chicago – Midway Airport S by IHG 2/10 Terrible "We had a connection cancelled due to severe weather and got stranded in Chicago late in the evening. I booked this hotel on Hotels.com thinking it had an airport shuttle. It did not. When we arrived, the line to checkin was nearly out the door with one young girl working the desk and clearly using her phone to FaceTime someone who was guiding her through every step, every click of the mouse, etc. She was not trained and should not have been there alone. As a result, we stood in line for well over an hour to get checked in and didn't get to sleep until around 2am. This turned a miserable day into two miserable days." [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Chicago Marriott Midway](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/7cf4bf83_y.jpg) ### Chicago Marriott Midway 10/10 Excellent "The rooms were very nice. The property is in a perfect location close to the airport and the restaurant on the ground floor was excellent." [](https://expedia.co.uk/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) ![Best Western Inn & Suites - Midway Airport](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/92ee0c20_y.jpg) ### Best Western Inn & Suites - Midway Airport 10/10 Excellent "Breakfast was good! I enjoyed that the proteins changed from day to day! The front desk staff were very kind and informative. I wanted housekeeping to come and take out the trash which they did AND picked up after us and made our bed while we were out for the day. We will definitely stay here again when we visit chicago again, its about a 40minute drive into the downtown area. Worth it if you want to have some quiet away from the big city each night" [](https://expedia.co.uk/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information) ![Chicago Lake Shore Hotel](https://images.trvl-media.com/lodging/1000000/10000/7400/7341/5dc5b9fc_y.jpg) ### Chicago Lake Shore Hotel 8/10 Good "The room was really spotless. Really comfortable bed and the pillows are nice as well. Comes with microwave and fridge as well. However the shower head pressure was significantly weak. And the plugs for both nightstands didn't work. It would have been nice if there were a complimentary breakfast as well.But overall the room was really good. 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