Plan a trip to see Chicago Water Tower

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

Hotel Riu Plaza Chicago

Downtown Chicago

CA $846

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (3,495 reviews)

Great Hotel!!! Central location, great service and wonderful breakfast. I definitely think that it’s a great choice when in Chicago. Love Riu!

Reviewed on Mar 18, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,696

per person

May 2 - May 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,401 reviews)

This was my first time in Chi-City great experience. Room was spotless clean every day of my stay . Staff was amazing and friendly I will be back soon!

Reviewed on Mar 16, 2026

Waldorf Astoria Chicago

Downtown Chicago

CA $2,572

per person

May 2 - May 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,007 reviews)

Nice bellmen, nice front staff, rooms were cozy and well kept. Everyone was very friendly and helpful. We would stay again.

Reviewed on Mar 1, 2026

Tours & day trips

See all 197 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 57 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 19 activities

Chicago CityPASS®: Experience 5 must-see attractions

Free cancellation available

Classes & workshops

See all 18 activities

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

Free cancellation available

Popular places to visit

Water Tower Place

4.5/5(67 reviews)

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

John Hancock Center featuring a city, night scenes and landscape views

875 North Michigan Avenue

4.5/5(194 reviews)

You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.

At Bloomingdales, great place to shop and eat. 🎄

900 North Michigan Shops

4/5(5 reviews)

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

Holy Name Cathedral

3.5/5(6 reviews)

After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

City Gallery

You can spend an afternoon browsing the exhibits at City Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Lookingglass Theatre

You can enjoy a show at Lookingglass Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.