Plan a trip to see Chicago City Hall

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 14 hours ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9/10 Wonderful! (1,011 reviews)

A+++ in all areas. And fabulous location.

Reviewed on 6 Nov 2025

Arlo Chicago

Downtown Chicago

NZ$2,263

per person

22 Dec - 27 Dec

found 14 hours ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9.2/10 Wonderful! (1,852 reviews)

Friendly, clean; delightful stay.

Reviewed on 7 Nov 2025

The Royal Sonesta Chicago Downtown

Downtown Chicago

NZ$2,360

per person

22 Dec - 27 Dec

found 14 hours ago

Return direct flight included

Auckland (AKL) to Chicago (ORD)

9.4/10 Exceptional! (3,013 reviews)

Amenities, staff, and room

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 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

Cadillac Palace Theatre

You can get tickets for a performance at Cadillac Palace Theatre on your trip to Chicago. Discover the acclaimed theatre scene and notable monuments 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.

Daley Plaza

You can learn about the history of Chicago when you stop by Daley Plaza. Experience the fascinating museums and entertainment choices in this vibrant area.

Picasso Statue

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

Chase Tower

Chase Tower 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 riverfront or experience its acclaimed theatre scene.