Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel

Downtown Chicago

€627

per person

1 Feb - 6 Feb

found 1 day 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 1 day 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 1 day 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 147 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 47 activities

Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 25 activities

Odyssey Chicago River Premier Dinner Cruise

Attractions

See all 13 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 10 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Loyola Beach

Why not spend a lazy afternoon at Loyola Beach during your trip to Chicago? Stroll along this family-friendly area's beaches or simply enjoy its restaurants.

Kathy Osterman Beach

Spend a day swimming and paddling on Lake Michigan or soaking up the sun on a peaceful beach located at the northern tip of Lincoln Park.

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.

Loyola University Chicago

Enjoy the student vibe at Loyola University Chicago during your stay in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Joseph J. Gentile Center

Catch an event at Joseph J. Gentile Center during your trip to Chicago. Stroll along this family-friendly area's beaches or simply enjoy its restaurants.

Lifeline Theatre

You can enjoy a show at Lifeline Theatre during your trip to Chicago. Amble around this vibrant area's beautiful beaches or experience its acclaimed art galleries.