Title: Book the Best Downtown Chicago CASINO Hotels & Resorts in 2025 | Expedia.ca [Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[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)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)[Downtown Chicago Vacations](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Downtown Chicago, IL from CA $238 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Downtown Chicago Casino Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-09-30&endDate=2025-10-01&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Chicago Casino Hotels ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/fb110cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/4df3bcb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2561x3y0-ec3252d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chicago Downtown Chicago 9.4/10 Exceptional (3409) "Great place to stay " CA $348 CA $449 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Single Beds](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/6d4883c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e85c42c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e50ef89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Hotel Downtown Chicago 8.8/10 Excellent (4726) "Staff friendly and helpful..and accommodations just right..great location! " CA $233 CA $274 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/5ea33759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/2d37be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/880fa2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Downtown Chicago 9.0/10 Wonderful (1401) "We stay here frequently and have always had good service." CA $168 CA $238 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-Claridge-House.h22684.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.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15®ionId=6350699&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Chicago | Less expensive | More expensive | Next month | | --- | --- | --- | | January | June | CA $389 | | Month | Price | | --- | --- | | January | CA $183 | | February | CA $186 | | March | CA $259 | | April | CA $326 | | May | CA $473 | | June | CA $483 | | July | CA $433 | | August | CA $437 | | September | CA $434 | | October | CA $389 | | November | CA $242 | | December | CA $200 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Downtown Chicago ### Discover top Downtown Chicago attractions Downtown Chicago offers a vibrant mix of attractions for travellers with a penchant for casinos. The iconic Riverwalk presents a stunning setting for a leisurely stroll, lined with bustling restaurants and bars, perfect for unwinding after a day at the tables. Just a short distance away, the renowned Art Institute of Chicago invites guests to marvel at its extensive collection, offering a cultured respite from the excitement of gaming. For those looking to indulge, the luxury shopping along the Magnificent Mile is an experience in itself, with designer boutiques and high-end retailers catering to every whim. Once the sun sets, the nightlife in the area comes alive, with rooftop bars providing breathtaking views of the skyline and a lively atmosphere to enjoy. Staying at hotels in Downtown Chicago places you at the heart of this action, where many offer stunning views of the city, exceptional dining options, and personalised service that caters to your every need, ensuring your stay feels both luxurious and memorable. ## Top Downtown Chicago Hotel Reviews ![Hyatt Regency Chicago](//images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Everything was on point" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Downtown Chicago? > Headed to Downtown Chicago for some gaming? You're in luck, because you'll find Bally's Casino Chicago here, not to mention lots more to see and do. Tourists speak highly of the soaring skyscrapers, top museums, and scenic riverfront. You might want to visit top attractions like Michigan Avenue and Navy Pier. ### How many hotels that are good for gaming can I expect to find in Downtown Chicago? > You won't need a stroke of luck to find something that suits with one of Expedia's 1410 accommodations near casino gaming in Downtown Chicago. ### What is there to do in Downtown Chicago? > You can head to Michigan Avenue, Navy Pier, or State Street to shop for the perfect souvenir. Downtown Chicago is known for its museums, theaters, and art galleries, and you can check out cultural spots such as James M. Nederlander Theatre and Chicago Theatre. In addition, you might want to add Lake Michigan and Goodman Theater to your list. ### What are my transportation options for my casino getaway to Downtown Chicago? > Getting around Downtown Chicago is easier with these transportation options: You can fly into the nearest airport, which is Chicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. 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[National Car Rental Rental Cars in Central Chicago](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Central-Chicago.d553248635976475413-c42.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Central Chicago](https://www.expedia.ca/Payless-Car-Rentals-In-Central-Chicago.d553248635976475413-c38.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Central Chicago](https://www.expedia.ca/Sixt-Car-Rentals-In-Central-Chicago.d553248635976475413-c35.Car-Rental-Guide-Suppliers) - [Things to do in Central Chicago](https://www.expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) - [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) - [Book Hotels in Downtown Chicago on Expedia.com](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Casino-Hotel.0-n6350699-0-tCasinoHotel.Travel-Guide-Filter-Hotels)