Plan a trip to see Wrigley View Rooftop

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Pendry Chicago

Downtown Chicago

per person

Apr. 17 - Apr. 19

found 1 day 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

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Apr. 17 - Apr. 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,340 reviews)

Would definitely be coming back to this hotel

Reviewed on Jan. 20, 2025

Dorothy's

Lakeview

Save 100% on your flight

per person

Apr. 17 - Apr. 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very Good! (17 reviews)

How nice it was and how close it was

Reviewed on Jan. 13, 2025

Tours & day trips

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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

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Chicago Bulls Basketball Game at United Centre

Popular places to visit

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Hutchinson Street Historic District

You can learn about the history of Chicago when you stop by Hutchinson Street Historic District. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

Ivy League Baseball Club

Catch an event at Ivy League Baseball Club during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Chicago's Mercury Theater

You can get tickets for a performance at Chicago's Mercury Theater during your stay in Chicago. Experience the acclaimed art scene and entertainment choices in this vibrant area.

Defiant Theatre

You can enjoy a show at Defiant Theatre during your trip to Chicago. Experience the acclaimed art scene and entertainment choices in this vibrant area.