Title: TOP Smoking Hotels 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 smoking rooms in South Side ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 smoking rooms Tonight [11 Sept - 12 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-09-11&endDate=2025-09-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [12 Sept - 13 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-09-12&endDate=2025-09-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Sept - 14 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-09-12&endDate=2025-09-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side Hotels with smoking rooms ## Our top choices for South Side hotels with designated smoking areas ![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/58000000/57660000/57651200/57651125/2866aa1e.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) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago 9.4/10 Exceptional (2127) "Great place to stay!" £180 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/07c9ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Downtown Chicago 8.8/10 Excellent (2838) "This was a very lovely place to stay and pet friendly! " £139 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/101000000/100810000/100803500/100803423/f4f30336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/101000000/100810000/100803500/100803423/b5d042e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100803500/100803423/52c486f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/101000000/100810000/100803500/100803423/01657984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Merrillville Merrillville 9.0/10 Wonderful (300) "Wonderful place to stay!" £81 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Merrillville-Hotels-Tru-By-Hilton-Merrillville.h100803423.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) ![Free toiletries, towels](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/130fbf4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/d6e23b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bed sheets](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/093eee5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capital O Empire Motel Chicago I-94 Greater Grand Crossing 3.6/10 (15) "I would feel safer sleeping on the street than this motel. " £56 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Empire-Motel.h118831367.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b66dd193.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) ![Room, 1 King Bed, Non Smoking | Desk, bed sheets](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/ea25cb66.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) ### Admiral Motel By Oyo Chicago I-94 Chatham 4.0/10 (31) "It was a great hotel" £64 includes taxes & fees 21 Sept - 22 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.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/2000000/1660000/1658500/1658428/3da50eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/38fe6f3a.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) ### Skylark Motel Garfield Ridge 4.6/10 (117) "Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal." £89 includes taxes & fees 1 Oct - 2 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) ![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) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/7076eeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Motel By OYO Chicago I-90 Woodlawn 3.6/10 (41) "Easy, safe parking " £62 includes taxes & fees 12 Oct - 13 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.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) ![Casino](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/36337dd5.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) ### Wind Creek Southland Casino and Hotel East Hazel Crest 9.4/10 Exceptional (109) "Great place and staff " £160 includes taxes & fees 17 Sept - 18 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, minibar](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/0347f2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/30794842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/949e3d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago 9.2/10 Wonderful (290) " Great Stay!" £194 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Grand-Vacations-Chicago-Downtown-Magnificent-Mile.h37641670.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/eb6189bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/1b553373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/6d229925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Hotel East Chicago East Chicago 8.4/10 Very good (1001) "I always enjoy my stay here." [](https://www.expedia.co.uk/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.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=2025-09-25&endDate=2025-09-26®ionId=553248635074842823&adults=2&property_amenities_group_explore=designated_smoking_areas&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Carlton Inn Midway](//images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562_y.jpg) ### Carlton Inn Midway 10/10 Excellent "Tight parking lot and not a great looking part of town. Our room was down a dark, exterior hall. Inside was great though. Lobby and staff was great and room was very clean and comfortable." [](https://expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ## Explore a world of travel with Expedia - Explore a world of travel with Expedia ### Choose Your South Side Hotel Style - [Beach Resorts & Hotels in South Side](https://expedia.co.uk/South-Side-Hotels-Beach-Hotels.0-0-d553248635074842823-tBeachHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South Side](https://expedia.co.uk/South-Side-Hotels-Boutique-Hotel.0-0-d553248635074842823-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in South Side](https://expedia.co.uk/South-Side-Hotels-Business-Hotel.0-0-d553248635074842823-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Side](https://expedia.co.uk/South-Side-Hotels-Budget-Hotels.0-0-d553248635074842823-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in South Side](https://expedia.co.uk/South-Side-Hotels-Family-Friendly-Hotel.0-0-d553248635074842823-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)