
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.

Swissotel - Chicago
Downtown Chicago
Price was CA $1,147, price is now CA $793 per person
CA $793
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Great view of the room. The staff were always willing to help and to provide.
Reviewed on May 5, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,813, price is now CA $1,855 per person
CA $1,855
per person
Jul 31 - Aug 3
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
Thank you to Javon who was super helpful in our check in . The staff was so nice and accommodating. Additional linens were delivered in less than 5 minutes and then even extended our check out to 1pm. I will definitely be back when I’m in Chicago to try to catch fireworks. Our corner room was outstanding and breathtaking
Reviewed on May 3, 2026

Level Chicago - River North
Downtown Chicago
Price was CA $2,447, price is now CA $1,630 per person
CA $1,630
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (946 reviews)
Rooms were cleaned I liked how secure the hotel was.
Reviewed on Apr 29, 2026

Pendry Chicago
Downtown Chicago
Price was CA $1,583, price is now CA $1,072 per person
CA $1,072
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,144 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026

The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,264, price is now CA $861 per person
CA $861
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,569 reviews)
Staff was amazing. Thank you for a great visit
Reviewed on May 5, 2026
Chicago Heights Hotel Deals

Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundable
The price is CA $142 per night from May 12 to May 13
CA $142
CA $167 total
May 12 - May 13
includes taxes & fees
8/10 Very Good! (1,859 reviews)
Breakfast was great. Staff was great, very nice However, room was prepaid for and when we arrived at 830pm, it wasn’t ready. The room had some sticky substance on the table between the beds, there were live ants, and the shower floor was all cracked and missing chunks of the floor. The light switch ...
Reviewed on May 5, 2026

Econo Lodge South Holland - Chicago Southland
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from May 14 to May 15
CA $80
CA $90 total
May 14 - May 15
includes taxes & fees
6/10 (772 reviews)
Really close to kfc
Reviewed on May 2, 2026

Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is CA $176 per night from May 7 to May 8
CA $176
CA $206 total
May 7 - May 8
includes taxes & fees
6.8/10 (1,002 reviews)
No hangers and no drawers for clothes
Reviewed on May 3, 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.







