Name: Freehand Chicago
Price range: €96

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

€495

per person

1 Feb - 6 Feb

found 1 day ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9/10 Wonderful! (1,011 reviews)

My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early! There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there. This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.

Reviewed on 10 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

€896

per person

1 Feb - 6 Feb

found 1 day ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,761 reviews)

Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb

Reviewed on 10 Nov 2025

Pendry Chicago

Downtown Chicago

€595

per person

1 Feb - 6 Feb

found 1 day ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,110 reviews)

A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.

Reviewed on 12 Nov 2025

Tours & day trips

See all 160 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 50 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 25 activities

Odyssey Lake Michigan Premier Dinner Cruise

Attractions

See all 16 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

Armitage Avenue

During your trip to Chicago, you can enjoy retail therapy at Armitage Avenue. Stroll along the lakeside in this vibrant area or visit its lively bars.

The Salt Shed

You can get tickets for a performance at The Salt Shed on your trip to Chicago. Experience the live music and theatre scene in this vibrant area.

Chopin Theatre-Death and Harry Houdini

You can get tickets for a performance at Chopin Theatre-Death and Harry Houdini during your trip to Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

House Theatre

You can get tickets for a performance at House Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Polish Museum of America

You can spend time exploring the galleries in Polish Museum of America during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Wood Street Gallery

You can spend time studying the exhibits at Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.