Plan a trip to see Cadillac Palace Theatre

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

Hotel Riu Plaza Chicago

Downtown Chicago

￥205,382

per person

Apr 2 - Apr 4

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

This hotel was the perfect one. Right in the middle of everything and very convenient

Reviewed on Jan 17, 2026

Waldorf Astoria Chicago

Downtown Chicago

￥306,076

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,000 reviews)

When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.

Reviewed on Jan 5, 2026

The Langham, Chicago

Downtown Chicago

￥320,324

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.8/10 Exceptional! (1,001 reviews)

Yes didn’t know you get free breakfast

Reviewed on Jan 4, 2026

Browse tours and tickets to explore Cadillac Palace Theatre

Tours & day trips

See all 156 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 57 activities

Zen Route - Private & Exclusive Full Day Tour with Lunch Included

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

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 15 activities

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

Free cancellation available

Popular places to visit

Chicago City Hall

Chicago City Hall 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 riverfront or experience the acclaimed theater scene in this vibrant area.

Daley Plaza

You can learn about the history of Chicago with a visit to Daley Plaza. Experience the fascinating museums and entertainment choices in this vibrant area.

Richard J. Daley Center

Richard J. Daley Center 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 riverfront or visit the notable monuments in this vibrant area.

Picasso Statue

Learn about the local history of Chicago when you spend time at Picasso Statue. Discover the fascinating museums and notable monuments in this vibrant area.

Reflections - Chicago Architecture Foundation River Tour

333 West Wacker Drive

After visiting 333 West Wacker Drive, 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.

Live long and prosper! Leonard Nimoy borrowed his Vulcan salute from a greeting that is popular in Judaism.

Chicago Loop Synagogue

Chicago Loop Synagogue 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 riverfront or experience the acclaimed art scene in this vibrant area.