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Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,889

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,427 reviews)

Great place to stay

Reviewed on 6 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

HK$7,488

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on 6 Oct 2025

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

HK$5,140

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

Front desk clerk was great. Made us feel like VIPs.

Reviewed on 5 Oct 2025

Tours & day trips

See all 157 activities

Architecture River Tour

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 26 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Merchandise Mart

You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its fascinating museums.

Kendall College

Explore the campus of Kendall College as part of your travels around Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

St. John Cantius Church

After visiting St. John Cantius Church, make a plan to see the other sights and activities in Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Intuit: The Center for Intuitive and Outsider Art

You can spend time browsing the exhibits at Intuit: The Center for Intuitive and Outsider Art in Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

Touch of Jane Addams

You can find out about the history of Chicago with a visit to Touch of Jane Addams. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Cooking & Hospitality Institute of Chicago

Walk around the campus at Cooking & Hospitality Institute of Chicago during your visit to Chicago. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.