Plan a trip to see Merchandise Mart

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Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

CA $650

per person

May 3 - May 8

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Chicago (ORD)

8.4/10 Very Good! (1,000 reviews)

Staff very friendly

Reviewed on Feb 4, 2026

La Banque Hotel

CA $673

per person

Apr 22 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Chicago (ORD)

9.4/10 Exceptional! (447 reviews)

Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,002

per person

Apr 25 - Apr 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Modern Style Spacious Rooms with an Amazing complimentary breakfast every morning.

Reviewed on Feb 9, 2026

Tours & day trips

See all 154 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 58 activities

Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 19 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 13 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

Ceiling of the Cadillac palace ...great place to see a show.

Cadillac Palace Theatre

You can get tickets for a performance at Cadillac Palace Theatre during your stay in Chicago. Discover the entertainment choices and notable monuments in this vibrant area.

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You can get tickets for a performance at House of Blues Chicago during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

Chicago City Hall

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Chicago City 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 riverfront or experience the acclaimed art scene in this vibrant area.

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You can get tickets for a performance at Civic Opera House during your trip to Chicago. Stroll along the riverfront or visit the notable monuments in this vibrant area.

Daley Plaza

You can learn about the history of Chicago with a visit to Daley Plaza. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

Richard J. Daley Center

Richard J. Daley Center 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.