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Level Chicago – Old Town

Downtown Chicago

per person

29 May - 2 Jun

found 14 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9/10 Wonderful! (295 reviews)

Spacious, clean rooms! Large windows make for a fabulous view!

Reviewed on 28 Mar 2025

Virgin Hotels Chicago

Downtown Chicago

per person

29 May - 2 Jun

found 14 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.2/10 Wonderful! (1,320 reviews)

Great stay on St. Patrick's Day weekend.

Reviewed on 24 Mar 2025

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

per person

29 May - 2 Jun

found 14 hours ago

Return direct flight included

Dublin (DUB) to Chicago (ORD)

9.2/10 Wonderful! (1,013 reviews)

Overall a great, botique hotel experience at a great location in Chicago near Millenium park. We got to stay on the 15th floor and the 3rd floor, each in a corner room - we stayed an extra night unexpectedly due to our flight being cancelled. We actually found the layout of the room on the 3rd floor to be more spacious. We’ve stayed at StayPineapple in Seattle and love the overall aesthetic and comfort of the beds, the unique rooms and great locations!

Reviewed on 31 Mar 2025

Tours & day trips

See all 148 activities

Flyover in Chicago

Free cancellation available

Food, drink & nightlife

See all 32 activities

Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Private & custom tours

See all 30 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago Bulls Basketball Game at United Centre

Popular places to visit

Holy Name Cathedral

Learn about the local history of Chicago when you take a trip to Holy Name Cathedral. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

Shops at North Bridge

Spend a day exploring the department store, luxury fashion outlets and food court at this mall on the glitzy Magnificent Mile shopping district.

Chicago Water Tower

4.5/5(33 reviews)

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Shops at Northbridge

You can find the perfect gifts to bring home at Shops at Northbridge during your trip to Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Driehaus Museum

5/5(1 review)

You can spend an afternoon studying the exhibits at Driehaus Museum during your trip to Chicago. Experience the fascinating museums and acclaimed art galleries in this vibrant area.