Title: Chicago Heights Vacation Packages & Trips 2025/2026 from CA $514 | Expedia.ca [Hotels in Chicago Heights](https://expedia.ca/Chicago-Heights-Hotels.d89157.Travel-Guide-Hotels)[Vacation Rentals in Chicago Heights](https://expedia.ca/Chicago-Heights-Vacation-Rentals.d89157.Travel-Guide-VacationRentals)[Chicago Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago-Heights.d89157.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chicago Heights Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Chicago Heights Vacation When you book a vacation package to Chicago Heights, you can relax and enjoy your escape knowing your travel plans are in order. Discover the many gems of this vibrant city while staying in a neighborhood like Glenwood, which is great for golfing. There's plenty to put on your itinerary during a trip to Chicago Heights, beginning with popular attractions such as [Coyote Run Golf Course](https://www.expedia.ca/Coyote-Run-Golf-Course-Flossmoor.d6186281.Vacation-Attraction) and [Ravisloe Country Club](https://www.expedia.ca/Ravisloe-Country-Club-Chicago.d6186265.Vacation-Attraction). No matter your travel plans or the size of your budget, putting together the ultimate tailored Chicago Heights vacation is simple with Expedia. ## Top Chicago Heights Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $514 per person Feb 17 - Feb 21 found 24 hours ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 18.4/10 Exceptional! (317 reviews) I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location. Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-17/2026-02-21/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=9A9SWV9x1H9ONn54uEbZ6okCYDmS5c9Og79zYYP6GeR6s-ODsb8DYo_0qS-OZvzl) ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $861 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18/10 Exceptional! (1,001 reviews) great staff...loved our stay. Reviewed on Nov 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=JAsiQpDqCdQ8Z-2XxlAfKOGqD_4NWMCXiGhoqA0Alj1TzWYF5qKoVyuoP0M6FdDf) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $1,292 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.4/10 Exceptional! (1,264 reviews) Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe. Reviewed on Nov 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&dealMarker=JAsiQpDqCdQ8Z-2XxlAfKNEXbP_f9lGD7agQMG5db-C0AvUctaguc7fD8u7Ym9SX) ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $1,184 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18/10 Exceptional! (380 reviews) Property was clean, centrally located with wonderful staff. Will definitely stay again. Reviewed on Nov 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=39805843&paandie=true&dealMarker=QIjTcWhrjW-Ve2OKta2D9eX777SuXImBfBa7RgoGGeGvA9A78nLE_DPV4WX4K6fX) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $981 per person Dec 27 - Jan 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 18.8/10 Exceptional! (1,130 reviews) Clean and great service. Reviewed on Nov 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2026-01-02/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=QIjTcWhrjW-Ve2OKta2D9XKv1GCICBNWIlT_PDqU0_lzFZkvthSoSwaTXJsJO036) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=PKG_BF_PROMO_89157) ## Ready to book your vacation to Chicago Heights? Choose your dates ## Chicago Heights Hotel Deals ![Hilton Chicago/Oak Lawn](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/6279b55c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Oak Lawn 9333 S Cicero Ave Oak Lawn IL Fully refundableReserve now, pay when you stay CA $184 CA $211 total Nov 30 - Dec 1 includes taxes & fees 8.2/10 Very Good! (1,130 reviews) Didn't eat breakfast Reviewed on Nov 21, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=17618&PinnedHotelID=17618&HadPinnedHotel=true®ionId=89157) ![Hyatt Place Chicago Midway Airport](https://images.trvl-media.com/lodging/10000000/9740000/9735000/9734905/db3d5127_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Chicago Midway Airport 6550 S Cicero Ave Chicago IL Fully refundableReserve now, pay when you stay CA $179 CA $211 total Nov 27 - Nov 28 includes taxes & fees 9/10 Wonderful! (1,176 reviews) Good experience! Friendly and smiling staff, clean rooms, just wish they had microwaves in the rooms. Reviewed on Nov 16, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F11%2F2025&endDate=28%2F11%2F2025&selected=9734905&PinnedHotelID=9734905&HadPinnedHotel=true®ionId=89157) ![Motel 6 Bridgeview, IL](https://images.trvl-media.com/lodging/1000000/10000/7700/7646/8ee6240d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Motel 6 Bridgeview, IL 9625 S 76th Ave Bridgeview IL Fully refundableReserve now, pay when you stay CA $54 CA $61 total Nov 25 - Nov 26 includes taxes & fees 7/10 Good! (1,288 reviews) The place has come a long way from a few years ago. It was clean, the outside was well lit and felt more secure. The front desk was very professional and friendly. Good for the price and recommendation for people watching their budget. Reviewed on Nov 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=7646&PinnedHotelID=7646&HadPinnedHotel=true®ionId=89157) [See all 806 properties in Chicago Heights](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F11%2F2025&endDate=25%2F11%2F2025®ionId=89157) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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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)