Plan a trip to see Roosevelt University

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Level Chicago Fulton Market

Downtown Chicago

CA $920

per person

Apr 22 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (413 reviews)

Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Level Chicago – Old Town

Downtown Chicago

CA $1,076

per person

Apr 22 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,274

per person

May 15 - May 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (3,422 reviews)

The hotel was beautiful, the rooms were clean, and the staff were amazing and friendly

Reviewed on Mar 4, 2026

Tours & day trips

See all 188 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

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Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

See all 23 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Classes & workshops

See all 21 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Attractions

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Skydeck - Willis Tower Admission

Free cancellation available

Popular places to visit

Top floor of the Harold Washington Library in Chicago. Beautiful atrium

Harold Washington Library Center

5/5(1 review)

Harold Washington Library Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Discover the entertainment choices and notable monuments in this vibrant area.

Art Institute of Chicago

4.5/5(304 reviews)

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

Lollapalooza

After visiting Lollapalooza, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

Grant Park

4.5/5(291 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Jazz Institute of Chicago

You can enjoy some culture when you stop by Jazz Institute of Chicago in Chicago. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Auditorium Building and Theatre

4/5(2 reviews)

You can make plans for a show at Auditorium Building and Theatre during your trip to Chicago. Discover the entertainment choices and notable monuments in this vibrant area.