Plan a trip to see Wood Street Gallery

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

The Westin Michigan Avenue Chicago

Downtown Chicago

NZ$2,678

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

8.8/10 Excellent! (1,070 reviews)

Great trip! Will stay again.

Reviewed on 2 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

NZ$3,265

per person

23 Dec - 28 Dec

found 8 hours ago

Return flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (1,761 reviews)

It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.

Reviewed on 14 Nov 2025

Park Hyatt Chicago

Downtown Chicago

NZ$3,407

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) 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

Tours & day trips

See all 158 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 49 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 15 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

Chopin Theatre-Death and Harry Houdini

You can get tickets for a performance at Chopin Theatre-Death and Harry Houdini during your trip to Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

House Theatre

You can get tickets for a performance at House Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Flat Iron Building

You can learn about the history of Chicago with a visit to Flat Iron Building. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Monique Meloche Gallery

You can spend time browsing the exhibits at Monique Meloche Gallery during your travels in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Holy Trinity Russian Orthodox Cathedral

After visiting Holy Trinity Russian Orthodox Cathedral, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

St. Stanislaus Kostka Church

After visiting St. Stanislaus Kostka Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.