Name: Hampton Inn by Hilton Chicago-Midway Airport
Price range: CA $185

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.

DoubleTree by Hilton Chicago Schaumburg

CA $589

per person

Nov 9 - Nov 15

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

7.4/10 Good! (1,004 reviews)

Quick stay in between traveling. The bed and bedding comfortable. Room is spacious. Staff friendly.

Reviewed on Aug. 30, 2025

Level Chicago – Old Town

Downtown Chicago

CA $789

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Québec (YQB) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug. 27, 2025

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

CA $876

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Québec (YQB) to Chicago (ORD)

9/10 Wonderful! (1,002 reviews)

A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Hyatt Centric Chicago Magnificent Mile

Downtown Chicago

CA $1,198

per person

Oct 25 - Oct 29

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,028 reviews)

Overall is good but 1 concern we encountered is there is a clicking sound in our room or near our room, that distracts my husband while sleeping.

Reviewed on Aug. 24, 2025

The Langham, Chicago

Downtown Chicago

CA $1,279

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Québec (YQB) to Chicago (ORD)

9.8/10 Exceptional! (1,003 reviews)

Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Ready to book your vacation to Chicago Heights?

Choose your dates

Chicago Heights Hotel Deals

Hilton Chicago/Oak Lawn

9333 S Cicero Ave, Oak Lawn, IL

Fully refundableReserve now, pay when you stay

CA $175

CA $201 total

Sep 14 - Sep 15

includes taxes & fees

Hampton Inn by Hilton Chicago-Midway Airport

6540 S Cicero Ave, Chicago, IL

Fully refundableReserve now, pay when you stay

CA $185

CA $217 total

Sep 3 - Sep 4

includes taxes & fees

Motel 6 Bridgeview, IL

9625 S 76th Ave, Bridgeview, IL

Fully refundableReserve now, pay when you stay

CA $68

CA $76 total

Sep 22 - Sep 23

includes taxes & fees

See all 786 properties in Chicago Heights

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.