Plan a trip to see Chicago Water Tower

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Level Chicago – Old Town

Downtown Chicago

per person

Oct 16 - Oct 19

found 1 day 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

Park Hyatt Chicago

Downtown Chicago

per person

Oct 5 - Oct 11

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,635 reviews)

Great gym ,great location, ,everything is great

Reviewed on Jul. 27, 2025

Tours & day trips

See all 178 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 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

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Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Water Tower Place

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Fourth Presbyterian Church

Find out about the history of Chicago when you take a trip to Fourth Presbyterian Church. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

John Hancock Center

You can find out about the history of Chicago with a visit to John Hancock Center. Amble around this vibrant area's lakeside or experience its fascinating museums.

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

St. James Cathedral

Find out about the history of Chicago with a stop at St. James Cathedral. Stroll along the riverfront or visit the notable monuments in this vibrant area.

Holy Name Cathedral

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 fascinating museums.