Plan a trip to see Chopin Theatre-Death and Harry Houdini

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The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $477

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,992 reviews)

Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.

Reviewed on Sep. 4, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,032

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,714 reviews)

Professional service

Reviewed on Sep. 4, 2025

theWit Chicago, a Hilton Hotel

Downtown Chicago

CA $580

per person

Nov 21 - Nov 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,014 reviews)

Matthew at the front desk was great & he made our stay better than we could’ve expected. The food from the restaurant was amazing (highly recommend the wings) and the bartenders are wonderful! Our room was a dream! 100/10! ⭐️ We will definitely be returning for our next Chicago stay!

Reviewed on Sep. 5, 2025

Tours & day trips

See all 168 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 33 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

House Theatre

You can make plans for a show at House Theatre on your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Wood Street Gallery

You can spend time exploring the galleries in Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

St. Stanislaus Kostka Church

After visiting St. Stanislaus Kostka Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Polish Museum of America

You can spend time studying the exhibits at Polish Museum of America during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

The Salt Shed

You can get tickets for a performance at The Salt Shed during your stay in Chicago. Experience the live music and theater scene in this vibrant area.

Holy Innocents Church

After visiting Holy Innocents Church, make a plan to see the other sights and activities in Chicago. Experience the entertainment choices and acclaimed art scene in this vibrant area.