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
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Chicago Holiday
Our pick of the best Chicago Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$343 per night from 22 Sept to 23 Sept
NZ$343
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very Good! (4,894 reviews)
"From the moment we walked in, early for our reservation, we were treated like the number one priority by every staff member. The bellman #johnnyBravo #JimmyNeutron #JohnnyDanger thank you for your comic relief after a long morning of travel and for keeping our belongings safe! The room was very clean ..."
Reviewed on 10 Sep. 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$390 per night from 4 Oct to 5 Oct
NZ$390
4 Oct - 5 Oct
includes taxes & fees
7.8/10 Good! (9,162 reviews)
"The rooms need to be refurbished.,,,bathroom not as clean as I would expect. But the hotel is over 100 yrs old."
Reviewed on 10 Sep. 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$355 per night from 22 Sept to 23 Sept
NZ$355
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very Good! (3,863 reviews)
"The staff was friendly and helpful."
Reviewed on 10 Sep. 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
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
McCormick Place
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$76
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
NZ$76
per adult
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
