Plan a trip to see Roosevelt University

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

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $1,041

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9/10 Wonderful! (1,962 reviews)

Great place, everyone was wonderful!

Reviewed on Aug. 22, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,974

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (1,690 reviews)

This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

CA $1,439

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9/10 Wonderful! (1,005 reviews)

A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Tours & day trips

See all 174 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 34 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 32 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Auditorium Building and Theatre

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

Printer\'s Row featuring a city and heritage architecture

Harold Washington Library Center

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 fascinating museums and notable monuments in this vibrant area.

Art Institute of Chicago

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

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 theater scene.