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Arlo Chicago

Downtown Chicago

€565

per person

10 Nov - 16 Nov

found 17 hours 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 17 hours 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 17 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

We stayed for a week and have 0 complaints. Great views, smelled good, nice staff and walkable to any bus or train

Reviewed on 8 Oct 2025

Tours & day trips

See all 159 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 29 activities

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

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

House Theatre

You can get tickets for a performance at House Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Wood Street Gallery

You can spend time studying the exhibits at Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

St. Stanislaus Kostka Church

After visiting St. Stanislaus Kostka Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Polish Museum of America

You can spend time exploring the galleries in Polish Museum of America during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

The Salt Shed

You can get tickets for a performance at The Salt Shed on your trip to Chicago. Experience the live music and theatre scene in this vibrant area.

Holy Innocents Church

After visiting Holy Innocents Church, make a plan to see the other sights and activities in Chicago. Experience the entertainment choices and fascinating museums in this vibrant area.