Plan a trip to see Newberry Library

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

Pendry Chicago

Downtown Chicago

NZ$2,411

per person

23 Dec - 28 Dec

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

18.8/10 Exceptional! (1,128 reviews)

Staff was our favorite part! Very very professional and friendly

Reviewed on 14 Nov 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

NZ$3,265

per person

23 Dec - 28 Dec

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

18.8/10 Exceptional! (1,773 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

Hilton Chicago O'Hare Airport

O'Hare

NZ$2,748

per person

23 Dec - 28 Dec

found 1 day ago

Return flight included

Auckland (AKL) to Chicago (ORD)

16.4/10 Exceptional! (2,152 reviews)

Clean and quiet and comfortable

Reviewed on 14 Nov 2025

Tours & day trips

See all 157 activities

Architecture River Tour

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

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

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

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.

Oak Street

During your trip to Chicago, you can find the perfect gifts to bring home at Oak Street. Experience the entertainment choices and fascinating museums 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.

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Fourth Presbyterian Church

Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Chicago Water Tower

4.5/5(18 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 theatre scene.