Title: Book the Best Near South Side Hotels with smoking rooms in 2025 | Expedia.ca [Near South Side Travel Guide](https://expedia.ca/Chicago-Near-South-Side.dx6132399)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Near South Side Car Rentals](https://expedia.ca/Car-Rentals-In-Near-South-Side.d6132399.Car-Rental-Guide)[Near South Side Vacations](https://expedia.ca/Near-South-Side.d6132399.Destination-Travel-Guides) ![South Loop showing night scenes and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191954-South-Loop.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Smoking Hotels in Near South Side, Chicago ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Near South Side Hotels with smoking rooms Tonight [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6132399&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Near South Side Hotels with smoking rooms ## Top Near South Side Hotel Reviews ![Hilton Chicago/Magnificent Mile Suites](//images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Nice location, rooms were nice size beds were comfortable water pressure was great " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Crowne Plaza Chicago West Loop by IHG](//images.trvl-media.com/lodging/2000000/1300000/1293300/1293276/f9d27fb3_y.jpg) ### Crowne Plaza Chicago West Loop by IHG 10/10 Excellent "Excellent staff and overall experience. " [](https://expedia.ca/Chicago-Hotels-Crowne-Plaza-Chicago-West-Loop.h1293276.Hotel-Information) ![Hilton Chicago](//images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Very convenient to all things. " [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Arie Crown Theater](https://www.expedia.ca/Arie-Crown-Theater-Hotels.0-l6227651-0.Travel-Guide-Filter-Hotels) - [Hotels near Burnham Park](https://www.expedia.ca/Burnham-Park-Hotels.0-l6182814-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Family-Hotel.0-n6132250-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Luxury-Hotel.0-n6132250-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Central Station](https://www.expedia.ca/Central-Station-Chicago-Hotels-Romantic-Hotel.0-n6132250-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Central Station Hotels](https://www.expedia.ca/Central-Station-Chicago-Hotels.0-n6132250-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Cermak-Chinatown Station](https://www.expedia.ca/Cermak-Chinatown-Station-Apart-Hotels.d6210889-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near Cermak-Chinatown Station](https://www.expedia.ca/Cermak-Chinatown-Station-Hotels.d6210889.Travel-Guide-Hotels) - [Hotels near Cermak-McCormick Place Station](https://www.expedia.ca/Cermak-McCormick-Place-Station-Hotels.d553248635996309411.Travel-Guide-Hotels) - [Hotels near Chicago 18th Street Station](https://www.expedia.ca/Chicago-18th-Street-Station-Hotels.d6212763.Travel-Guide-Hotels) - [Business Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Chicago](https://www.expedia.ca/Chicago-Hotels-Couples-Resorts-Hotels.0-0-d178248-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Green-Sustainable.0-0-d178248-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-A-Lazy-River.0-0-d178248-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Bar.0-0-d178248-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Childcare.0-0-d178248-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Chicago](https://www.expedia.ca/Chicago-Hotels-Hotels-With-Tennis-Courts.0-0-d178248-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Mountain-Hotels.0-0-d178248-tMountainHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Shopping-Hotel.0-0-d178248-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Ski-Hotel.0-0-d178248-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Wedding-Hotels.0-0-d178248-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Chicago](https://www.expedia.ca/Chicago-Hotels-Winery-Hotel.0-0-d178248-tWineryHotel.Travel-Guide-Filter-Hotels) - [Chicago Hotels](https://www.expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Aparthotels in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Apart-Hotels.d6212776-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Bed-And-Breakfast.d6212776-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Guest-Houses.d6212776-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Hostels.d6212776-aaHostels.Travel-Guide-Accommodation) - [Hotels near Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Hotels.d6212776.Travel-Guide-Hotels) - [Inns in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Inns.d6212776-aaInns.Travel-Guide-Accommodation) - [Resorts in Chicago McCormick Place Station](https://www.expedia.ca/Chicago-McCormick-Place-Station-Resort-Hotels.d6212776-aaResortHotels.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-All-Inclusive-Hotel.0-n6175487-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Beach-Hotel.0-n6175487-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Best-Western.0-n6175487-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Business-Hotel.0-n6175487-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Cheap-Hotels.0-n6175487-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Historic-Hotel.0-n6175487-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Hotel-With-Pool.0-n6175487-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Luxury-Hotel.0-n6175487-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Pet-Friendly-Hotel.0-n6175487-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chicago Museum Campus](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels-Romantic-Hotel.0-n6175487-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Chicago Museum Campus Hotels](https://www.expedia.ca/Chicago-Museum-Campus-Chicago-Hotels.0-n6175487-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-All-Inclusive-Hotel.0-n6003647-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Cheap-Hotels.0-n6003647-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Luxury-Hotel.0-n6003647-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chinatown](https://www.expedia.ca/Chinatown-Chicago-Hotels-Pet-Friendly-Hotel.0-n6003647-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Business-Hotel.0-n6350699-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Couples-Resorts-Hotels.0-n6350699-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Golf-Hotel.0-n6350699-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Green-Sustainable.0-n6350699-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-A-Lazy-River.0-n6350699-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Childcare.0-n6350699-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Tennis-Courts.0-n6350699-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Waterslides.0-n6350699-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Mountain-Hotels.0-n6350699-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Ski-Hotel.0-n6350699-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Waterpark-Hotels.0-n6350699-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Winery-Hotel.0-n6350699-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Field Museum of Natural History](https://www.expedia.ca/Field-Museum-Of-Natural-History-Hotels.0-l6065115-0.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Couples-Resorts-Hotels.0-n800025-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Romantic-Hotel.0-n800025-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Waterpark-Hotels.0-n800025-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Winery-Hotel.0-n800025-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near McCormick Place](https://www.expedia.ca/McCormick-Place-Hotels.0-l6069191-0.Travel-Guide-Filter-Hotels) - [Hotels near Northerly Island](https://www.expedia.ca/Northerly-Island-Hotels.0-l553248635056398810-0.Travel-Guide-Filter-Hotels) - [Hotels near Northerly Island Natural Area](https://www.expedia.ca/Northerly-Island-Natural-Area-Hotels.0-l6125418-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Prairie District](https://www.expedia.ca/Prairie-District-Chicago-Hotels-Cheap-Hotels.0-n553248635976473159-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Prairie District Hotels](https://www.expedia.ca/Prairie-District-Chicago-Hotels.0-n553248635976473159-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field](https://www.expedia.ca/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Beach-Hotel.0-n6130108-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Boutique-Hotel.0-n6130108-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Cheap-Hotels.0-n6130108-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Family-Hotel.0-n6130108-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n6130108-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6130108-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n6130108-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6130108-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Luxury-Hotel.0-n6130108-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Oceanfront-Hotels.0-n6130108-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Ski-Hotel.0-n6130108-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in South Loop](https://www.expedia.ca/South-Loop-Chicago-Hotels-Waterpark-Hotels.0-n6130108-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [South Loop Hotels](https://www.expedia.ca/South-Loop-Chicago-Hotels.0-n6130108-0.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [The Loop Hotels](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Wintrust Arena](https://www.expedia.ca/Wintrust-Arena-Hotels.0-l553248634328853320-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Visit Downtown Chicago](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit Prairie District](https://www.expedia.ca/Chicago-Prairie-District.dx553248635976473159) - [Visit South Loop](https://www.expedia.ca/Chicago-South-Loop.dx6130108) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides) - [South Loop Vacations](https://www.expedia.ca/South-Loop.d6130108.Destination-Travel-Guides) - [Advantage Rent-A-Car Rental Cars in South Loop](https://www.expedia.ca/Advantage-Rent-A-Car-Car-Rentals-In-South-Loop.d6130108-c3.Car-Rental-Guide-Suppliers) - [Budget Rental Cars in Central Station](https://www.expedia.ca/Budget-Car-Rentals-In-Central-Station.d6132250-c39.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in South Loop](https://www.expedia.ca/Enterprise-Car-Rentals-In-South-Loop.d6130108-c15.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in South Loop](https://www.expedia.ca/Sixt-Car-Rentals-In-South-Loop.d6130108-c35.Car-Rental-Guide-Suppliers) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Hotels in Near South Side on Expedia.com](https://www.expedia.com/Near-South-Side-Chicago-Hotels-Hotels-With-Smoking-Rooms.0-n6132399-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)