Price found within the past 48 hours. Click for updated prices.

Arlo Chicago

Downtown Chicago

€565

per person

10 Nov - 16 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,826 reviews)

I wish that all the staff was more accommodating! some of them were some were not!

Reviewed on 6 Oct 2025

Pendry Chicago

Downtown Chicago

€678

per person

10 Nov - 16 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,085 reviews)

The bed was extremly comfortable Staff was very attentive. Highly recommend

Reviewed on 7 Oct 2025

Swissotel - Chicago

Downtown Chicago

€694

per person

10 Nov - 16 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice

Reviewed on 9 Oct 2025

Tours & day trips

See all 74 activities

Chicago Hop-On Hop-Off Big Bus Tour

Free cancellation available

Attractions

See all 9 activities

Chicago CityPASS®: Experience 5 must-see attractions

Free cancellation available

Food, drink & nightlife

See all 6 activities

Chicago: Secret Food Tour

Free cancellation available

Cruises & boat tours

See all 4 activities

Chicago: City Minibus Tour with Optional Architecture Cruise

Free cancellation available

Holiday & seasonal tours

See all 3 activities

Chicago: Family Friendly Ghost Walking Tour with Local Guide

Free cancellation available

Popular places to visit

63rd Street Beach

Why not spend a lazy afternoon at 63rd Street Beach during your trip to Chicago? Wander the beaches and gardens while you're in the area.

Jackson Park

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

Chicago Museum of Science and Industry

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

Arthur Ashe Beach

Why not spend a lazy afternoon at Arthur Ashe Beach during your trip to Chicago? Stroll along the beaches or visit the shops while you're in the area.