Title: TOP Hotels with Airport Transfers 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 Airport Transfers Tonight [28 Jan - 29 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-28&endDate=2026-01-29&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Jan - 30 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-29&endDate=2026-01-30&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [30 Jan - 1 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [6 Feb - 8 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with free airport shuttle ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/2d32e2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/de0844df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/654a05c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/e04ed5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago O'Hare – Rosemont by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) Rosemont 9.0/10 Wonderful (2,773 reviews) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janell £103 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/5425f524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/bed1b2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/75d50163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14600/14509/15c058fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Chicago-O'Hare International Airport [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) Schiller Park 9.2/10 Wonderful (2,206 reviews) "Nice hotel very close to Airport. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edwin £77 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/2c5e0afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/6c48e0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/96b4c6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/d075b709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency O'Hare Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) Rosemont 8.8/10 Excellent (2,359 reviews) "Cleanest hotel and amazing staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen £111 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.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.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information) Bedford Park 9.0/10 Wonderful (1,289 reviews) "Room was spotless, staff was great. Would definitely stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcia £92 includes taxes & fees 1 Feb - 2 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.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 (1,001 reviews) "It is a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Adrian £75 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.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) ![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) ![View from property](https://images.trvl-media.com/lodging/1000000/900000/892200/892168/78674829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Marriott Midway [](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) Bedford Park 8.4/10 Very good (918 reviews) "Great service, friendly staff. Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian £103 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Marriott-Midway.h892168.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/e2446181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/90cfb070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Bathtub | Desk, laptop workspace, blackout curtains, soundproofing](https://images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/6c9e9135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/db3d5127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago Midway Airport [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-Midway-Airport.h9734905.Hotel-Information) Bedford Park 9.0/10 Wonderful (1,210 reviews) "Great location , great rooms" ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) marco £115 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-Midway-Airport.h9734905.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/13000000/12440000/12435700/12435609/fb114b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12440000/12435700/12435609/e4989f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12440000/12435700/12435609/9043a866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12440000/12435700/12435609/c06a3bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Rosemont Chicago O'Hare [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Suites-Rosemont-Chicago-OHare.h12435609.Hotel-Information) Rosemont 9.4/10 Exceptional (1,026 reviews) "Staff at check-in was nice and room was clean" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kunle £96 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hampton-Inn-Suites-Rosemont-Chicago-OHare.h12435609.Hotel-Information) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/53df98b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/fc57c6cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/dd8109dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1820000/1818400/1818376/2798c281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loews Chicago O'Hare Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) Rosemont 9.4/10 Exceptional (1,945 reviews) "Great location and super comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris £131 includes taxes & fees 29 Jan - 30 Jan [](https://www.expedia.co.uk/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/4800/4765/f5b580a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4765/042cfeaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4765/2f759a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4800/4765/315b02a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Suites Chicago O'Hare [](https://www.expedia.co.uk/Chicago-Hotels-Sheraton-Suites-Chicago-OHare.h4765.Hotel-Information) Rosemont 9.0/10 Wonderful (1,035 reviews) "Very friendly front desk staff. Clean and spacious rooms. I would definitely consider staying here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BINU £115 includes taxes & fees 6 Feb - 7 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Sheraton-Suites-Chicago-OHare.h4765.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=2026-02-11&endDate=2026-02-12®ionId=553248635074842823&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ## 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) - [Bridgeport Hotels ](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - 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