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Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,272

per person

7 Mar - 11 Mar

found 8 hours ago

Return flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Great breakfast buffet, incredible staff, very clean, close to everything we wanted to do! 10/10 and will certainly stay here again!

Reviewed on 26 Jan 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

HK$7,154

per person

7 Mar - 11 Mar

found 8 hours ago

Return flight included

Toronto (YYZ) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

The room was boring thought it would be cleaner updated for the price best part was the view

Reviewed on 24 Jan 2026

Level Chicago – Old Town

Downtown Chicago

HK$4,663

per person

7 Mar - 11 Mar

found 8 hours ago

Return flight included

Toronto (YYZ) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Property was clean, welcoming, pet friendly

Reviewed on 18 Jan 2026

Tours & day trips

See all 132 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 51 activities

Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

See all 17 activities

Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Attractions

See all 17 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 11 activities

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Free cancellation available

Popular places to visit

Ping Tom Memorial Park

After visiting Ping Tom Memorial Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

South Wentworth Street

You can find the perfect gifts to bring home at South Wentworth Street during your trip to Chicago. Amble around this family-friendly area's Chinatown and enjoy its top-notch restaurants.

University of Illinois Chicago

Enjoy the student vibe at University of Illinois Chicago during your visit to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

American Police Center & Museum

You can spend time exploring the galleries in American Police Center & Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

UIC Forum

Learn about the events happening in UIC Forum during your trip to Chicago. While you're in the area, find time to visit its shops.

Maxwell Street Market

You can search for that perfect souvenir at Maxwell Street Market during your stay in Chicago. Discover the fascinating museums and notable monuments in this vibrant area.