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Pendry Chicago

Downtown Chicago

€880

per person

1 Feb - 6 Feb

found 21 hours 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

€1,756

per person

19 Dec - 24 Dec

found 22 hours ago

Return flight included

Manchester (MAN) 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 21 hours 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 152 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 49 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 24 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 12 activities

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Free cancellation available

Popular places to visit

Milton Lee Olive Park

Explore the great outdoors at Milton Lee Olive Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Chicago Children's Museum

4/5(1 review)

You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Water Tower Place

4/5(24 reviews)

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Lake Point Tower

Find out about the history of Chicago when you take a trip to Lake Point Tower. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.