Plan a trip to see The 606

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Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,007

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,694 reviews)

Best, very clean, best view, really enjoyed the stay!

Reviewed on Sep. 2, 2025

Park Hyatt Chicago

Downtown Chicago

CA $2,089

per person

Nov 17 - Nov 23

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!

Reviewed on Aug. 31, 2025

Art Villa

West Town

CA $2,538

per person

Nov 17 - Nov 23

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

10/10 Exceptional! (2 reviews)

Tours & day trips

See all 167 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 32 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 32 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Rosemont: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Humboldt Park

Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed art scene and entertainment choices in this vibrant area.

Illinois Centennial Memorial Column

Learn about the local history of Chicago when you spend time at Illinois Centennial Memorial Column. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.

Concord Music Hall

Concord Music Hall is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Gorilla Tango Theatre

You can get tickets for a performance at Gorilla Tango Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Humboldt Park Beach

Why not spend a lazy afternoon at Humboldt Park Beach during your trip to Chicago? Experience the live music and theater scene in this vibrant area.

Presence Saint Elizabeth Hospital

Though Presence Saint Elizabeth Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.