Plan a trip to see Tribune Tower

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Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

CA $559

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (289 reviews)

The staff were excellent

Reviewed on Aug 21, 2025

The Emily Hotel

Downtown Chicago

CA $860

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,195 reviews)

The rooms were not very well decorated. The furniture used in the room looks like furniture from a detention house. Not my favorite.

Reviewed on Sep 8, 2025

Pendry Chicago

Downtown Chicago

CA $867

per person

Oct 17 - Oct 20

found 24 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (1,070 reviews)

This is an exceptional hotel. The rooms are clean. The service is impeccable, and the products!! The signature scent is to die for. It is now a part of my life. I had to buy a candle on the way out and have already visited the online store for body wash and lotion. Well done. There are a lot of choices in Chicago, but this is now my go to. Will definitely be back!

Reviewed on Sep 12, 2025

Tours & day trips

See all 167 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 31 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 30 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 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Wrigley Building

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Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the fascinating museums and notable monuments in this vibrant area.

Magnificent Mile - River North which includes signage, a city and night scenes

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Chicago Riverwalk

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