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Hilton Chicago O'Hare Airport

O'Hare

€295

per person

31 Oct - 2 Nov

found 1 day 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

€672

per person

31 Oct - 2 Nov

found 1 day 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

€431

per person

31 Oct - 2 Nov

found 1 day 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 163 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

Clarke House Museum

You can spend time studying the exhibits at Clarke House Museum during your travels in Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Glessner House Museum

You can spend time exploring the galleries in Glessner House Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Ping Tom Memorial Park

After visiting Ping Tom Memorial Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Burnham Park

After visiting Burnham Park, make a plan to see the other sights and activities in Chicago. Stroll along the area's lakeside or simply savour its top-notch restaurants.