Title: Book the Best Jackson Park Highlands CASINO Hotels & Resorts in 2026 | Expedia.ca [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)[Jackson Park Highlands Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson-Park-Highlands.d6132329.Car-Rental-Guide)[Jackson Park Highlands Vacations](https://expedia.ca/Jackson-Park-Highlands.d6132329.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Jackson Park Highlands Casino Hotels Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6132329&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132329&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132329&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6132329&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Jackson Park Highlands hotels with a casino ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/cbe9b050.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) ### Hotel Felix River North/Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) Downtown Chicago 8.2/10 Very good (2,549 reviews) "I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Equilla [](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Premium bedding, in-room safe, desk, blackout drapes](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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-3d5c6e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/d4a6ce9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel 55 Chicago Downtown [](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,554 reviews) "How clean everything was and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darius CA $145 CA $210 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/437499f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/07972c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/d7c6e720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/99bf12ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Chicago - Magnificent Mile by IHG [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Chicago-Magnificent-Mile.h22287.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,003 reviews) "Loved the area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shriya CA $120 CA $141 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Chicago-Magnificent-Mile.h22287.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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/d91416bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago/River North [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,687 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amparo CA $160 CA $188 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information) ![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 rooms, 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) ![Couples treatment rooms, 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 rooms, 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) ### Wind Creek Southland Casino and Hotel [](https://www.expedia.ca/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information) East Hazel Crest 9.2/10 Wonderful (245 reviews) "Very nice new hotel with great room. Hotel staff extremely friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cherrie CA $245 CA $274 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/089fa31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, lunch served](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/19b8928a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/db656e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/addb149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Hotel East Chicago [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) East Chicago 8.6/10 Excellent (1,000 reviews) "Yes everything was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $129 CA $160 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/17f62d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/0136e3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/a4d0c663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/a9ed61b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Munster [](https://www.expedia.ca/Munster-Hotels-Hampton-Inn-And-Suites-Munster.h1085742.Hotel-Information) Munster 8.6/10 Excellent (1,000 reviews) "Nice staff and uneventful good overnight stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula CA $151 CA $169 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Munster-Hotels-Hampton-Inn-And-Suites-Munster.h1085742.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/44e9262b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/c31d7881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/7fa2461a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/119000000/118410000/118409500/118409489/715d39bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premium Urban 4BR - Perfect Mix of Comfort & Location [](https://www.expedia.ca/Chicago-Hotels-High-Rise-4BR-W-Views.h118409489.Hotel-Information) Near North Side 10/10 Exceptional (1 review) "Nice place, clean property, great views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach L. CA $863 CA $1,537 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Chicago-Hotels-High-Rise-4BR-W-Views.h118409489.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/5425aa82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117790000/117782400/117782325/2e31dec2.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) ![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) ### 4BR City Retreat, Great for Business & Family [](https://www.expedia.ca/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 CA $1,366 CA $2,264 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Chicago-Hotels-Modern-4BR-City-Retreat-With-Stunning-Views.h117782325.Hotel-Information) ![Standard Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/900000/897900/897846/2bcc7d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Single Room, 2 Double Beds, Non Smoking | Living area](https://images.trvl-media.com/lodging/1000000/900000/897900/897846/b9e77825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897900/897846/65d88cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/897900/897846/b4409902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Hammond Near I-8090 [](https://www.expedia.ca/Hammond-Hotels-Quality-Inn-Suites.h897846.Hotel-Information) Hammond 7.8/10 Good (785 reviews) "Clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garry CA $96 CA $107 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Hammond-Hotels-Quality-Inn-Suites.h897846.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=2026-02-20&endDate=2026-02-21®ionId=6132329&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Top Jackson Park Highlands Hotel Reviews ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Clean room, professional staff, and great location" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/9a897fc5_y.jpg) ### River Hotel 10/10 Excellent "Cleanroom" [](https://expedia.ca/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Jackson Park Highlands? ### What is there to do in Jackson Park Highlands? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Lgbt Friendly Hotels in Avalon Park ](https://www.expedia.ca/Avalon-Park-Chicago-Hotels-LGBT-Friendly-Hotel.0-n6132379-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - 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