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Arlo Chicago

Downtown Chicago

€565

per person

10 Nov - 16 Nov

found 4 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 4 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 4 hours ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

Great views. Really helpful staff.

Reviewed on 7 Oct 2025

Tours & day trips

See all 145 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 25 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 24 activities

Gangster Story Quest Experience in Chicago

Free cancellation available

Adventure & outdoor

See all 14 activities

Rosemont: Two Flight Indoor Skydiving Experience

Free cancellation available

Attractions

See all 14 activities

360 CHICAGO Observation Deck

Free cancellation available

Popular places to visit

Milwaukee Avenue

You can search for that perfect souvenir at Milwaukee Avenue during your trip to Chicago. Experience the live music and theatre scene in this vibrant area.

Northwestern College Chicago Campus

Walk around the campus at Northwestern College Chicago Campus during your visit to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Copernicus Center

You can make plans for a show at Copernicus Center during your stay in Chicago. Amble around this vibrant area's lakeside or attend a sporting event.

Portage Park

After visiting Portage Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Six Corners

You can browse for the perfect souvenirs at Six Corners during your visit to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.