Plan a trip to see Pleasant Home

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Swissotel - Chicago

Downtown Chicago

CA $941

per person

Jul 1 - Jul 5

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 12 hours 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 15 hours 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 205 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 49 activities

Sip Happens: Chicago Loop Prohibition Tour

Free cancellation available

Food, drink & nightlife

See all 31 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 19 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

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