Chicago Heights Vacation Packages
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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 and Ravisloe Country Club. 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.
Cambria Hotel Chicago Loop - Theatre District
Downtown Chicago
Price was CA $1,784, price is now CA $1,242 per person
CA $1,242
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,551 reviews)
Clean room
Nice music mirror
Reviewed on Apr 6, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $3,016, price is now CA $1,941 per person
CA $1,941
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Very beautiful hotel! Room was spacious and clean and great front desk service, especially Francisco he was very nice and even let me check in early..which was greatly appreciated.
Reviewed on Apr 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,411, price is now CA $1,578 per person
CA $1,578
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay
Reviewed on Apr 7, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,163, price is now CA $1,530 per person
CA $1,530
per person
May 28 - May 31
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (453 reviews)
Room was super clean. The view all the way down to the lake from balcony was nice.
Reviewed on Apr 2, 2026
Chicago Heights Hotel Deals
Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Apr 20 to Apr 21
CA $169
CA $195 total
Apr 20 - Apr 21
includes taxes & fees
8.4/10 Very Good! (1,271 reviews)
Airport shuttle wasn't required during this trip. Room clean, staff friendly and accommodating and room temperature was appropriate for the season.
Reviewed on Apr 8, 2026
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
The price is CA $158 per night from Apr 12 to Apr 13
CA $158
CA $199 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (999 reviews)
Stuff very professional and helpful!!!!
Reviewed on Apr 8, 2026
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Apr 16 to Apr 17
CA $133
CA $157 total
Apr 16 - Apr 17
includes taxes & fees
8/10 Very Good! (1,822 reviews)
I mean it was Spring Break so very busy.
Reviewed on Apr 8, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
