Winfield Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Winfield Holiday
Our pick of the best Winfield Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is NZ$292 per night from 20 May to 21 May
NZ$292
includes taxes & fees
20 May - 21 May
8.6/10 Excellent! (1,526 reviews)
"All around great."
Reviewed on 30 Apr. 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$404 per night from 24 May to 25 May
NZ$404
includes taxes & fees
24 May - 25 May
8/10 Very Good! (2,035 reviews)
"My room had a very noisy air conditioner and the remote didn’t work which is very annoying"
Reviewed on 30 Apr. 2025
La Quinta by Wyndham Chicago O'Hare Airport
6860 Mannheim Rd, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 4 May to 5 May
NZ$190
includes taxes & fees
4 May - 5 May
8.4/10 Very Good! (1,385 reviews)
"It was okay, but the price was too high for the accommodations. The staff were helpful and pleasant, breakfast was fine, and the shuttle was efficient."
Reviewed on 30 Apr. 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 Winfield
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.
Six Flags Great America
Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.
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 Winfield
Chicago: Willis Tower Skydeck and The Ledge Ticket
NZ$75
per adult
86% of travellers recommend
More holiday ideas
Expedia's Latest Trends
Hotels
Cars
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.