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Pendry Chicago

Downtown Chicago

per person

18 Sept - 22 Sept

found 4 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,033 reviews)

Gorgeous hotel. Hotel staff in all areas were extremely professional and helpful to include front desk, concierge, bar tenders, hostess and cleaning crew.

Reviewed on 10 Aug 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

18 Sept - 22 Sept

found 4 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.4/10 Exceptional! (1,679 reviews)

Experience was incredible and in proximity to magnificent mile

Reviewed on 10 Aug 2025

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

18 Sept - 22 Sept

found 4 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

Tours & day trips

See all 175 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Lincoln Hall

You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Apollo Theater Chicago

You can make plans for a show at Apollo Theater Chicago during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Kingston Mines

You can enjoy a show at Kingston Mines on your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Blues on Halstead

You can get tickets for a performance at Blues on Halstead on your trip to Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.

Victory Gardens Theater

You can get tickets for a performance at Victory Gardens Theater on your trip to Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

DePaul Art Museum

You can spend time browsing the exhibits at DePaul Art Museum during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.