Plan a trip to see Supreme Life Building

Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago

Downtown Chicago

CA $874

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (3,280 reviews)

Corner room with breath taking view. It was my second time in this hotel, it never disappoints.

Reviewed on Apr 27, 2026

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

CA $1,054

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (1,882 reviews)

The HVAC was annoying AF. It would go on and blow cold air for 10 minutes, then be off for 15-20 minutes repeatedly. It is so loud, it kept waking me up through out the night. As a short person, I did not like the fact the bed was a challenge to get on top. Not everyone is five feet tall.

Reviewed on Apr 26, 2026

Waldorf Astoria Chicago

Downtown Chicago

CA $1,398

per person

Jul 9 - Jul 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,002 reviews)

Wonderful Hotel will definitely be looking forward to going back.

Reviewed on Apr 25, 2026

Tours & day trips

See all 212 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 51 activities

Sip Happens: Chicago Loop Prohibition Tour

Free cancellation available

Food, drink & nightlife

See all 32 activities

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

Popular places to visit

Illinois Institute of Technology

Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Margaret Burroughs Beach

Why not spend a lazy afternoon at Margaret Burroughs Beach during your trip to Chicago? Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Victory Monument

You can find out about the history of Chicago with a visit to Victory Monument. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Grand Terrace Ballroom

Find out about the history of Chicago when you spend time at Grand Terrace Ballroom. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Eighth Regiment Armory

Find out about the history of Chicago when you take a trip to Eighth Regiment Armory. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Ida B. Wells-Barnett Residence

You can find out about the history of Chicago when you stop by Ida B. Wells-Barnett Residence. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.