
Chicago Holidays
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Our guide on where to stay in Chicago
Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago

Downtown Chicago
5 out of top 10 points of interest in this area
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Chicago Holiday
Our pick of the best Chicago Hotel Deals

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$345 per night from 4 Aug to 5 Aug
NZ$345
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,923 reviews)
"Good location.good staff."
Reviewed on 9 Jul. 2025

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is NZ$489 per night from 24 July to 25 July
NZ$489
24 July - 25 July
includes taxes & fees
9/10 Wonderful! (2,000 reviews)
"Excellent hotel, walk distance from best spots at Chicago"
Reviewed on 8 Jul. 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is NZ$317 per night from 10 Aug to 11 Aug
NZ$317
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,424 reviews)
"Our room was clean and comfortable. Staff was very friendly and helpful. Would stay here again!"
Reviewed on 11 Jul. 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Chicago

Wrigley Field
4.5/5(21 reviews)
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Navy Pier
4.5/5(64 reviews)
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

McCormick Place
4.5/5(21 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
What to do in Chicago

Wendella's 90-min Chicago River Architecture Tour
NZ$75
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
NZ$75
per adult
92% of travellers recommend
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