Plan a trip to see ArchiTech Gallery

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

NZ$2,216

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (1,011 reviews)

My room was very clean. The stay was very friendly and helpful. Check-in was a breeze. Since my room was ready they even let me check in early! There are 2 restaurants in this hotel. We had drinks at the one near the lobby and we ate at the ROOF. The food was delish! The environment was fun. We were worried that it was going to be more for the 20 something crowd, but there were adults of every age there. This hotel is also just steps from The Chicago Theatre which makes it super convenient when seeing an event there.

Reviewed on 10 Nov 2025

Arlo Chicago

Downtown Chicago

NZ$2,263

per person

22 Dec - 27 Dec

found 1 day ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (1,852 reviews)

The room was really clean and the staff was very friendly and accommodating

Reviewed on 10 Nov 2025

Hilton Chicago O'Hare Airport

O'Hare

NZ$3,296

per person

21 Dec - 26 Dec

found 9 hours ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

8.2/10 Very Good! (2,141 reviews)

Staff was great and the room was clean! We had to find a place for the night and didnt want to go far. It is convenient for that. Room rates are not too bad but the restaurant is a little pricey but still good food and service.

Reviewed on 9 Nov 2025

Tours & day trips

See all 159 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 26 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

Washington Square

Learn about the local history of Chicago with a stop at Washington Square. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Holy Name Cathedral

After visiting Holy Name Cathedral, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Aldo Castillo Gallery

You can spend time browsing the exhibits at Aldo Castillo Gallery during your travels in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Project Room

You can spend time studying the exhibits at Project Room in Chicago. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

Cooking & Hospitality Institute of Chicago

Walk around the campus at Cooking & Hospitality Institute of Chicago during your visit to Chicago. Amble around this vibrant area's riverfront or experience its fascinating museums.

Ohio Place Dog Park

Ohio Place Dog Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed art galleries and fascinating museums in this vibrant area.