Plan a trip to see Lakefront Trail

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The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $812

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

9/10 Wonderful! (1,962 reviews)

Boutique hotel in downtown Chicago. Up to date facility, clean, quiet, good location.

Reviewed on Aug. 22, 2025

The Royal Sonesta Chicago River North

Downtown Chicago

CA $833

per person

Oct 2 - Oct 7

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (2,028 reviews)

Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on Aug. 22, 2025

The Emily Hotel

Downtown Chicago

CA $1,304

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (1,159 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug. 22, 2025

Tours & day trips

See all 172 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 35 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

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Chicago White Sox Baseball Game at Guaranteed Rate Field

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Northerly Island Park featuring a city, views and a river or creek

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