Title: TOP Shopping Hotels 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 Shopping Hotels Tonight [21 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-02-21&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [22 Feb - 23 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-02-22&endDate=2026-02-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with shopping nearby ![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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,308 reviews) "Excellent stay, we loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melani £150 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/e824a8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/459a3527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Chicago [](https://www.expedia.co.uk/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,004 reviews) "The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Niobe £179 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, City View | City view](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/3e0e58e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/e43f096f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/086ff612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Congress Plaza Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) Downtown Chicago 8.0/10 Very good (9,925 reviews) "Great location, beautiful historic hotel with clean, updated rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer [](https://www.expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/9b9a583c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/896a6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown River North [](https://www.expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) Downtown Chicago 8.6/10 Excellent (5,683 reviews) "Always a great stay, clean, great breakfast, great pool. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zachary £86 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Corner | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/e4e07af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/3a5d3e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,081 reviews) "Amazing location, excellent service and great pool and hot tub. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim £132 includes taxes & fees 28 Feb - 1 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Couples treatment room(s), sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/1fba48a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/711c3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/6dc765e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/d54345c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wind Creek Southland Casino and Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information) East Hazel Crest 9.2/10 Wonderful (267 reviews) "Staff was very nice and room was clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique £126 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/45db1971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/e53a5ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Lake View | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/d0920dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Michigan Avenue Chicago [](https://www.expedia.co.uk/Chicago-Hotels-The-Westin-Michigan-Avenue-Chicago.h21055.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,115 reviews) "Room was gorgeous and staff very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marilyn £133 includes taxes & fees 27 Feb - 28 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Westin-Michigan-Avenue-Chicago.h21055.Hotel-Information) ![Rooftop bar, al fresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/4bc08adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/64fc97f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar, al fresco dining, open daily](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/5e323fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7070000/7063300/7063210/b8603e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Godfrey Hotel Chicago [](https://www.expedia.co.uk/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,067 reviews) "Clean rooms, great staff, and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Romel £95 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Chicago-Hotels-The-Godfrey-Hotel-Chicago.h7063210.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/19000000/18060000/18057400/18057374/8a20be9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking (Larger Room) | Premium bedding, desk, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/19000000/18060000/18057400/18057374/61ce2868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18060000/18057400/18057374/17a2873c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Non Smoking | Premium bedding, desk, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/19000000/18060000/18057400/18057374/16a7235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel Chicago Loop - Theatre District [](https://www.expedia.co.uk/Chicago-Hotels-Cambria-Hotel-Chicago-Loop-Theatre-District.h18057374.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,528 reviews) "great and affordable hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shiloh £89 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Cambria-Hotel-Chicago-Loop-Theatre-District.h18057374.Hotel-Information) ![Café](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/29a217ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/w4000h2663x0y0-c4579ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, minibar](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/eab0af51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14500/14447/w4000h2662x0y0-6ee2614f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Chicago [](https://www.expedia.co.uk/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,002 reviews) "Great location, service, and gym " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxim £345 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chicago-Hotels-The-Ritz-Carlton.h14447.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=2026-03-08&endDate=2026-03-09®ionId=553248635074842823&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_PROMO_553248635074842823) ## Top South Side Hotel Reviews ![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 "Clean room very nice and friendly staff member at breakfast" [](https://expedia.co.uk/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) ### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG 10/10 Excellent "Excellent stay" [](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/w3836h2161x5y0-7f85e9e1_y.jpg) ### Holiday Inn Chicago – Midway Airport S by IHG 10/10 Excellent "Clean" [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Carlton Inn Midway](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562_y.jpg) ### Carlton Inn Midway 10/10 Excellent "Clean room. Professional and courteous staff" [](https://expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.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.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.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.co.uk/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.co.uk/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg) ### Jaslin Hotel 10/10 Excellent "Great service and clean roomd" [](https://expedia.co.uk/Chicago-Hotels-Jaslin-Hotel.h13320264.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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