Plan a trip to see St. James Cathedral

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Level Chicago – Old Town

Downtown Chicago

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per person

Apr. 18 - Apr. 24

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (287 reviews)

Amazing stay ! Love this property every time I’m in Chicago.

Reviewed on Jan. 20, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

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per person

Apr. 18 - Apr. 24

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,383 reviews)

Everything was very good

Reviewed on Feb. 20, 2025

Level Chicago - River North

Downtown Chicago

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per person

Apr. 18 - Apr. 24

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (435 reviews)

Wonderful property with tons of amenities and plenty of attractions in the area

Reviewed on Feb. 19, 2025

Tours & day trips

See all 121 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

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Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

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

Popular places to visit

Holy Name Cathedral

3.5/5(6 reviews)

Learn about the local history of Chicago when you spend time at Holy Name Cathedral. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Shops at North Bridge

Spend a day exploring the department store, luxury fashion outlets and food court at this mall on the glitzy Magnificent Mile shopping district.

Chicago Water Tower

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You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

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You can enjoy retail therapy at Shops at Northbridge during your stay in Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Driehaus Museum

You can spend an afternoon browsing the exhibits at Driehaus Museum in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.