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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,107, price is now CA $1,317 per person
CA $1,317
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
The room was clean and the staff were all nice
Reviewed on Apr 9, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,375, price is now CA $1,582 per person
CA $1,582
per person
Jun 19 - Jun 23
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
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,201, price is now CA $1,624 per person
CA $1,624
per person
May 14 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,647 reviews)
Love the location, across from the riverwalk
Reviewed on Apr 9, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $2,506, price is now CA $1,858 per person
CA $1,858
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
Le Meridien Exxex Chicago is in the perfect location, steps from where I need to be when visiting Chicago. The staff are super helpful and friendly. The restaurant serves delicious food and the waitstaff is attentive. Keep up the good work!
Reviewed on Apr 3, 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 19 to Apr 20
CA $169
CA $195 total
Apr 19 - Apr 20
includes taxes & fees
8.4/10 Very Good! (1,272 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 $143 per night from May 10 to May 11
CA $143
CA $181 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (999 reviews)
The property had just recently completed a complete renovation. The lobby, rooms, bar/restaurant were immaculate, well-furnished and well maintained. Some sections of the exterior were still being renovated (pool area). The American flag flying in front of the facility was beyond repair and should ...
Reviewed on Apr 9, 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 21 to Apr 22
CA $133
CA $157 total
Apr 21 - Apr 22
includes taxes & fees
8/10 Very Good! (1,823 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.
