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Pendry Chicago

Downtown Chicago

€745

per person

18 Dec - 22 Dec

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,110 reviews)

We loved the Pendry!

Reviewed on 27 Oct 2025

Park Hyatt Chicago

Downtown Chicago

€1,390

per person

29 Dec - 2 Jan

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

9.6/10 Exceptional! (1,006 reviews)

This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!

Reviewed on 20 Oct 2025

The Emily Hotel

Downtown Chicago

€767

per person

18 Dec - 22 Dec

found 1 day ago

Return flight included

Dublin (DUB) to Chicago (ORD)

9.2/10 Wonderful! (1,248 reviews)

Really cool modern space

Reviewed on 4 Nov 2025

Tours & day trips

See all 158 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

Adventure & outdoor

See all 11 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Pritzker Pavilion

Free concerts and Frank Gehry’s characteristic forms are some of the attractions of this modern performance venue in Chicago’s Millennium Park.

Crown Fountain

Innovative and certainly unique, this art installation in Millennium Park features the faces of 1,000 Chicagoans blown up five stories tall.

Chicago Cultural Center

You can enjoy a show at Chicago Cultural Center during your trip to Chicago. Amble around this vibrant area's riverfront or experience its entertainment choices.

Aon Center

Aon Center 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.

Marshall Field Building

You can learn about the history of Chicago with a trip to Marshall Field Building. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.