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Hilton Chicago O'Hare Airport

O'Hare

€295

per person

31 Oct - 2 Nov

found 13 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 13 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 13 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

Auditorium Building and Theatre

4.5/5(2 reviews)

You can make plans for a show at Auditorium Building and Theatre on your trip to Chicago. Discover the fascinating museums and notable monuments in this vibrant area.

Roosevelt University

Explore the campus of Roosevelt University during your visit to Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

Lollapalooza

After visiting Lollapalooza, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

Grant Park

4.5/5(96 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Printer\'s Row which includes a city and heritage architecture

Harold Washington Library Center

Harold Washington Library Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Discover the fascinating museums and notable monuments in this vibrant area.

Gen. John Logan Memorial

Set on a grassy mound in a quiet corner of Grant Park, this equestrian statue celebrates an American Civil War hero and faithful servant of Abraham Lincoln.