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Pendry Chicago

Downtown Chicago

€880

per person

1 Feb - 6 Feb

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

18.8/10 Exceptional! (1,130 reviews)

The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.

Reviewed on 18 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€1,123

per person

19 Dec - 22 Dec

found 5 hours ago

Return flight included

Dublin (DUB) to Chicago (ORD)

18.8/10 Exceptional! (1,773 reviews)

Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance. The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return. Mr. & Mrs.S

Reviewed on 17 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

€888

per person

1 Feb - 6 Feb

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

18.4/10 Exceptional! (317 reviews)

I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on 28 Oct 2025

Tours & day trips

See all 142 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 45 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 23 activities

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 11 activities

Chicago Perfume Making Classes on Magnificent Mile

Free cancellation available

Popular places to visit

Griffin Museum of Science and Industry

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

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.

Robie House

Witness the simple beauty of Frank Lloyd Wright’s designs in a Chicago house that epitomizes a popular American style of architecture.

Jackson Park

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

University of Chicago

Explore the campus of University of Chicago during your travels in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Paul H. Douglas Nature Sanctuary

Explore the great outdoors at Paul H. Douglas Nature Sanctuary, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.