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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)

Cleaning staff amazing! Great proximity to everything on Michigan Ave! Starbucks across the street along with Garrett’s popcorn !

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 146 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 25 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 23 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Attractions

See all 13 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 9 activities

Rosemont: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Unity Temple

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements.

Ernest Hemingway Museum and House

Peek into the early life of one America’s best-loved writers.

Frank Lloyd Wright Historic District

4/5(1 review)

Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.

Rush Oak Park Hospital

If Rush Oak Park Hospital is what brings you to town, hopefully you'll have a chance to explore more of Oak Park.

Mills Park

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Pleasant Home

You can spend an afternoon studying the exhibits at Pleasant Home in Oak Park. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.