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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 13 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 13 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 13 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 19 activities

Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Attractions

See all 16 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

Humboldt Park

Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed art galleries in this vibrant area.

The 606

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National Museum of Puerto Rican Arts & Culture

You can spend time browsing the exhibits at National Museum of Puerto Rican Arts & Culture during your travels in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Humboldt Park Beach

Why not spend a lazy afternoon at Humboldt Park Beach during your trip to Chicago? Experience the live music and theatre scene in this vibrant area.

Paseo Boricua

Learn about the local history of Chicago when you take a trip to Paseo Boricua. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Ukrainian Institute Of Modern Art

You can spend time exploring the galleries in Ukrainian Institute Of Modern Art during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.