Plan a trip to see St. Bernard Hospital

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

Level Chicago – Old Town

Downtown Chicago

per person

Oct 16 - Oct 19

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (324 reviews)

I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Sep 18 - Sep 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,122 reviews)

At check-in, Alexander at the front desk was very personable and helpful. There is a public parking garage immediately across the street which made it really convenient. The hotel also offered a discount for the parking. The room is spacious and clean. The rooftop on the 27th floor has amazing views. The glass platform is really cool. I would definitely stay at this Riu hotel in Chicago again.

Reviewed on Jul. 26, 2025

theWit Chicago, a Hilton Hotel

Downtown Chicago

per person

Aug 29 - Sep 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,000 reviews)

Large, clean, updated rooms. Got in early morning, so very grateful for early check in and very responsive front desk. Hip atmosphere and comfortable stay.

Reviewed on Jul. 26, 2025

Tours & day trips

See all 165 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 27 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 11 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

University of Chicago

4/5(70 reviews)

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

Greater Salem Baptist Church

You can find out about the history of Chicago with a visit to Greater Salem Baptist Church. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Martin Luther King Drive

You can enjoy some culture when you stop by Martin Luther King Drive in Chicago. Amble around the area's beaches or experience its theater scene.

Historic Garfield Station Entrance

Find out about the history of Chicago when you spend time at Historic Garfield Station Entrance. Stroll along the beaches or visit the shops while you're in the area.

Midway Plaisance

Midway Plaisance is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.