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Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

€654

per person

1 Feb - 6 Feb

found 1 day ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,003 reviews)

Our room was very clean, beautiful view, and extremely friendly staff. I would especially like to thank and acknowledge the outstanding customer service from Beth Ann. Her help and kindness were greatly appreciated.

Reviewed on 25 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€1,215

per person

1 Feb - 6 Feb

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Mostly great. The pull out sofa bed is not usable as it’s so uncomfortable. So then they charge $50/night for each rollaway. Thats not a good solution.

Reviewed on 28 Nov 2025

Chicago luxury home suites

Downtown Chicago

€2,364

per person

29 Dec - 2 Jan

found 1 day ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

10/10 Exceptional! (1 review)

Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.

Reviewed on 26 Nov 2025

Tours & day trips

See all 79 activities

Chicago Hop-On Hop-Off Big Bus Tour

Free cancellation available

Private & custom tours

See all 26 activities

Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Attractions

See all 9 activities

Chicago CityPASS®: Experience 5 must-see attractions

Free cancellation available

Food, drink & nightlife

See all 7 activities

Odyssey Chicago River Premier Dinner Cruise

Cruises & boat tours

See all 5 activities

Odyssey Chicago River Premier Dinner Cruise

Popular places to visit

63rd Street Beach

Why not spend a lazy afternoon at 63rd Street Beach during your trip to Chicago? Amble around this vibrant area's riverfront or experience its fascinating museums.

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Griffin Museum of Science and Industry

4.5/5(23 reviews)

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

Arthur Ashe Beach

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