Plan a trip to see Lookingglass Theatre

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Pendry Chicago

Downtown Chicago

per person

Mar. 13 - Mar. 16

found 2 days ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

We only stayed one night after a party. Great place! We loved it! Valet service made it easy to get in and out. Staff in the Boozy Team room was excellent.

Reviewed on Jan. 21, 2025

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

per person

Mar. 13 - Mar. 16

found 2 days ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (3,583 reviews)

absolutely loved it!

Reviewed on Jan. 22, 2025

Level Chicago – Old Town

Downtown Chicago

per person

Mar. 13 - Mar. 16

found 2 days ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (282 reviews)

Amazing stay ! Love this property every time I’m in Chicago.

Reviewed on Jan. 20, 2025

Tours & day trips

See all 143 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

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BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Adventure & outdoor

See all 9 activities

Chicago Bulls Basketball Game at United Centre

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