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theWit Chicago, a Hilton Hotel

Downtown Chicago

€627

per person

1 Feb - 6 Feb

found 11 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

18/10 Exceptional! (1,001 reviews)

Great location and restaurant

Reviewed on 19 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€1,005

per person

1 Feb - 6 Feb

found 11 hours ago

Return direct 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

€662

per person

1 Feb - 6 Feb

found 13 hours ago

Return direct 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 151 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 48 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

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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

Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center during your travels in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Wrigley View Rooftop

Catch an event at Wrigley View Rooftop during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Our Lady of Lourdes Church

Our Lady of Lourdes Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the entertainment choices and acclaimed art galleries in this vibrant area.

Horner Park Dog Park

Horner Park Dog Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Take in the live music while you're in the area.

Remy Bumppo Theatre Company

You can get tickets for a performance at Remy Bumppo Theatre Company during your stay in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.