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Hilton Chicago O'Hare Airport

O'Hare

€295

per person

31 Oct - 2 Nov

found 12 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 12 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 12 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

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Pritzker Pavilion

Free concerts and Frank Gehry’s characteristic forms are some of the attractions of this modern performance venue in Chicago’s Millennium Park.

Crown Fountain

Innovative and certainly unique, this art installation in Millennium Park features the faces of 1,000 Chicagoans blown up five stories tall.

Chicago Cultural Center

You can enjoy a show at Chicago Cultural Center during your trip to Chicago. Amble around this vibrant area's riverfront or experience its fascinating museums.

Aon Center

Learn about the local history of Chicago with a stop at Aon Center. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

Marshall Field Building

You can learn about the history of Chicago with a trip to Marshall Field Building. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.