Plan a trip to see Old Colony Building

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La Banque Hotel

CA $853

per person

Apr 23 - Apr 28

found 14 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9.4/10 Exceptional! (447 reviews)

Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,198

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Clean amenities, amazing food, and great service!

Reviewed on Feb 27, 2026

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

CA $1,618

per person

May 3 - May 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,002 reviews)

This was a trendy aesthetic hotel. It is in a great location. Had a good time.

Reviewed on Feb 26, 2026

Tours & day trips

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Flyover in Chicago

Free cancellation available

Private & custom tours

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Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

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Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

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Chicago CityPASS®: Experience 5 must-see attractions

Free cancellation available

Classes & workshops

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BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

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Top floor of the Harold Washington Library in Chicago. Beautiful atrium

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