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Hilton Chicago O'Hare Airport

O'Hare

€295

per person

31 Oct - 2 Nov

found 20 hours ago

Return flight included

New York (NYC) to Chicago (ORD)

8.2/10 Very Good! (2,123 reviews)

We were dead tired from a long flight from Turkey the day before. We slept well most of the night but still did not want to drag our heavy bags to Terminal 5 via the light rail. The hotel graciously transported us directly to the outdoor check in and we were on our way to security an hour ahead of our schedule! Thanks. The only improvement would be to service the slightly noisy air conditioner in our room.

Reviewed on 20 Sept 2025

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

€670

per person

31 Oct - 2 Nov

found 20 hours ago

Return flight included

New York (NYC) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

Got pick pocketed in the elevator. I really like this hotel. Plan to return.

Reviewed on 8 Sept 2025

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

€401

per person

31 Oct - 2 Nov

found 20 hours ago

Return flight included

New York (NYC) to Chicago (ORD)

9.4/10 Exceptional! (1,008 reviews)

Best hotel ever! The staff was incredible. The location was premium-you could be at the “bean” in a couple minutes!! The bed was so cozy. The place was clean and beautiful. There was a snack daily. It really was so fantastic!

Reviewed on 17 Sept 2025

Tours & day trips

See all 164 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 29 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 29 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 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Daley Plaza

You can learn about the history of Chicago when you stop by Daley Plaza. Experience the entertainment choices and acclaimed art galleries in this vibrant area.

Picasso Statue

Learn about the local history of Chicago when you take a trip to Picasso Statue. Discover the acclaimed art galleries and notable monuments in this vibrant area.

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 galleries in this vibrant area.

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 fascinating museums in this vibrant area.

Chase Tower

You can find out about the history of Chicago with a visit to Chase Tower. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

James M. Nederlander Theatre

You can make plans for a show at James M. Nederlander Theatre on your trip to Chicago. Stroll along the riverfront or visit the notable monuments in this vibrant area.