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Pendry Chicago

Downtown Chicago

€726

per person

19 Dec - 22 Dec

found 8 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,085 reviews)

I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on 11 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€1,008

per person

19 Dec - 22 Dec

found 7 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

Everything was great

Reviewed on 12 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

€740

per person

19 Dec - 22 Dec

found 8 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.2/10 Wonderful! (291 reviews)

Food price was high but everything was fine

Reviewed on 4 Oct 2025

Tours & day trips

See all 166 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 30 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 27 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Attractions

See all 17 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Washington Square

Learn about the local history of Chicago with a stop at Washington Square. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Oak Street

During your trip to Chicago, you can find the perfect gifts to bring home at Oak Street. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.

Chicago History Museum

Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

900 North Michigan Shops

5/5(1 review)

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Fourth Presbyterian Church

Fourth Presbyterian Church 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 theatre scene.

Annunciation Greek Orthodox Cathedral

After visiting Annunciation Greek Orthodox Cathedral, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.