Plan a trip to see Aldo Castillo Gallery

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Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,008

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

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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

Holy Name Cathedral

3.5/5(6 reviews)

After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

Washington Square

Learn about the local history of Chicago with a stop at Washington Square. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

St. James Cathedral

St. James Cathedral 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 riverfront or visit the notable monuments in this vibrant area.

Project Room

You can spend time studying the exhibits at Project Room during your travels in Chicago. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

ArchiTech Gallery

You can spend an afternoon studying the exhibits at ArchiTech Gallery during your travels in Chicago. Amble around this vibrant area's riverfront or experience its fascinating museums.

Poetry Foundation

You can spend an afternoon browsing the exhibits at Poetry Foundation during your travels in Chicago. Stroll along the riverfront or visit the notable monuments in this vibrant area.