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

Level Chicago – Old Town

Downtown Chicago

€643

per person

31 Oct - 3 Nov

found 17 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

Everything was perfect. Be aware of the expensive it is to park in Chicago.

Reviewed on 2 Sep 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€2,145

per person

5 Nov - 12 Nov

found 3 hours ago

Return direct flight included

Palma de Mallorca (PMI) to Chicago (ORD)

9.4/10 Exceptional! (1,694 reviews)

Best, very clean, best view, really enjoyed the stay!

Reviewed on 2 Sep 2025

The Emily Hotel

Downtown Chicago

€1,781

per person

5 Nov - 12 Nov

found 3 hours ago

Return direct flight included

Palma de Mallorca (PMI) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

Great hotel, especially for the price, nice area, would go back again if I’m in Chicago.

Reviewed on 2 Sep 2025

Tours & day trips

See all 167 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 32 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 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

State Street

During your visit to Chicago, you can find the perfect gifts to bring home at State Street. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Chase Tower

You can find out about the history of Chicago with a visit to Chase Tower. Experience the fascinating museums and acclaimed theatre scene in this vibrant area.

Chicago Loop Synagogue

Chicago Loop Synagogue is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

Richard J. Daley Center

Richard J. Daley Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.

Rookery

Built by famed 19th-century architects and renovated in 1907 by Frank Lloyd Wright, this early skyscraper is a great stop on a Chicago architecture tour.

Picasso Statue

Learn about the local history of Chicago when you take a trip to Picasso Statue. Discover the acclaimed theatre scene and notable monuments in this vibrant area.