Title: TOP Casino Hotels in Near South Side, IL for 2026 | Expedia.co.uk [Near South Side Travel Guide](https://expedia.co.uk/Chicago-Near-South-Side.dx6132399)[Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Near South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Near-South-Side.d6132399.Car-Hire-Guide)[Near South Side Holidays](https://expedia.co.uk/Near-South-Side.d6132399.Holidays-City-Breaks) ![Chicago_NearSouthSide_6132399_05](https://images.trvl-media.com/place/6132399/d6571aed-ec1a-4cde-82c6-09026eacaa3d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6132399/d6571aed-ec1a-4cde-82c6-09026eacaa3d.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 Near South Side Casino Hotels Tonight [31 Mar - 1 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6132399&startDate=2026-03-31&endDate=2026-04-01&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [1 Apr - 2 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6132399&startDate=2026-04-01&endDate=2026-04-02&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6132399&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6132399&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Near South Side hotels with a casino ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/5425aa82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/06fcd1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/6127ec07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/df11202f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR City Retreat, Great for Business & Family [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-City-Retreat-With-Stunning-Views.h117782325.Hotel-Information) Near North Side 9.6/10 Exceptional (4 reviews) "Great place, very comfortable beds, quite large for the area, well equipped and exceptional communication. Just a block or 2 from red line station. Great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £378 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Modern-4BR-City-Retreat-With-Stunning-Views.h117782325.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782332/afffc063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782332/f1680a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782332/c0506826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782332/26c34829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern 2BR Retreat Near Old Town & Lincoln Park [](https://www.expedia.co.uk/Chicago-Hotels-2BR-City-Escape-Bright.h117782332.Hotel-Information) Near North Side 10/10 Exceptional (12 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aimee B. [](https://www.expedia.co.uk/Chicago-Hotels-2BR-City-Escape-Bright.h117782332.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409441/7f282932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409441/7de55ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409441/b41351ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409441/2da5f93b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New 4 King Bed / Family Ready Apartment [](https://www.expedia.co.uk/Chicago-Hotels-Brand-New-4BR-In-Heart-Of-Chicago.h118409441.Hotel-Information) Near North Side 9.6/10 Exceptional (7 reviews) "The property was spacious and we really enjoyed our stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana F. £374 includes taxes & fees 8 Apr - 9 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Brand-New-4BR-In-Heart-Of-Chicago.h118409441.Hotel-Information) ![Presidential Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-b6434af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-3d5c6e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/46dc6ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 55 Chicago Downtown [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-55.h26728.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,575 reviews) "Great location, clean room, great for 1-2 days " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Iryna £125 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-55.h26728.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e3fd1233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/da25d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/f698e846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront. [](https://www.expedia.co.uk/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) Robertsdale 9.6/10 Exceptional (24 reviews) "I had a fun stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jusu K. £138 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/7b6dc406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/26045e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/932d3e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71677300/71677273/c1640248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*The Comfy King Ranch\*King Bed Suite\*Fast Wi-Fi [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) Worth 9.4/10 Exceptional (58 reviews) "Home was exactly what we were needing fir our stay. Host was responsive and timely. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie H. £247 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Comfy-King-Ranch-King-BedFast-WiFiFree-Pkg.h71677273.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/322fd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/8a1e71e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/b07f764c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105890000/105888000/105887915/06df6711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-bedroom apartment just 2 minutes drive to Wrigley Field [](https://www.expedia.co.uk/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information) North Center 9.6/10 Exceptional (65 reviews) "Great host, quick communication, and wonderful place to stay in Chicago. Well thought out and made our stay enjoyable. Highly recommend, we will book it again next time we are in Chicago. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin P. £244 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Chicago-Hotels-2-Bedroom-Apartment-Just-2-Minutes-Drive-To-Wrigley-Field.h105887915.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/b58d9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Felix River North/Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) Downtown Chicago 8.2/10 Very good (2,604 reviews) "Great location, helpful staff. Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen £84 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/0ba26909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/1862036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/2e54cfa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/eeb37134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago/River North [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,745 reviews) "Everything was clean, the staff was so nice, and the breakfast was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aftan £121 includes taxes & fees 7 Apr - 8 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/ce588c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/92c646c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/9f7e92a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782327/13dc1926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR Central Apartment w/ Skyline Views [](https://www.expedia.co.uk/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.Hotel-Information) Near North Side 10/10 Exceptional (12 reviews) "Great location, comfortable room, welcoming host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Treseanne A. £358 includes taxes & fees 26 Apr - 27 Apr [](https://www.expedia.co.uk/Chicago-Hotels-4BR-Modern-Gem-Sleek.h117782327.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=2026-04-14&endDate=2026-04-15®ionId=6132399&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Near South Side ### Discover top Near South Side attractions In the vibrant Near South Side, travellers with a love for casinos will find themselves at the heart of excitement and entertainment. The iconic Wintrust Arena hosts thrilling events, from major concerts to exhilarating sports matches, providing a lively atmosphere just moments from your hotel. For a taste of Chicago's cultural flavour, the Museum Campus features the Field Museum and the Shedd Aquarium, both offering incredible experiences for families, ensuring that all ages are entertained. If the thrill of gaming is what you seek, the nearby Rivers Casino in Des Plaines is a short drive away, an extensive range of gaming options and dining experiences to indulge in after a day of exploration. Then, as the sun sets, a stroll along the lakefront offers stunning views of the skyline, perfect for capturing memorable family photos. Staying in one of the area’s upscale hotels combines comfort with convenience, often featuring spacious rooms, modern amenities, and attentive service, ensuring that every family member feels pampered after a day of adventure. With the Near South Side as your base, the excitement of Chicago is right at your doorstep. ## Top Near South Side Hotel Reviews ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "We were given a free upgrade which was amazing. The staff was so nice at check-in and with the valet. Loved our view as well. We will definitely be back. " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925_y.jpg) ### River Hotel 8/10 Good "Great location. Room had a great setup for our family. Room and property showed signs of wear and tear, but nothing alarming or off putting." [](https://expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Everything was clean and the staff was very friendly and helpful!" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Near South Side? ### How many hotels that are good for gaming are there in Near South Side? ### What is there to do in Near South Side? ### What are my transportation options for my casino getaway to Near South Side? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Chicago ](https://www.expedia.co.uk/3Star-Chicago-Hotels.s30-0-d178248.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chicago ](https://www.expedia.co.uk/4Star-Chicago-Hotels.s40-0-d178248.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chicago ](https://www.expedia.co.uk/5Star-Chicago-Hotels.s50-0-d178248.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago ](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - 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