
Winfield Holidays from NZ$2,403
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The Latest Winfield Holiday Deals
Price found within the past 48 hours. Click for updated prices.

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was NZ$2,864, price is now NZ$2,403 per person
NZ$2,403
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$4,549, price is now NZ$3,265 per person
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

Pendry Chicago
Downtown Chicago
Price was NZ$3,053, price is now NZ$2,411 per person
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

Hilton Chicago O'Hare Airport
O'Hare
Price was NZ$3,323, price is now NZ$2,748 per person
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)
Not having coffee available until 6 AM (at an airport!) is just so wrong.
Reviewed on 15 Nov 2025

The Ritz-Carlton, Chicago
Downtown Chicago
Price was NZ$3,876, price is now NZ$3,267 per person
NZ$3,267
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand.
Reviewed on 14 Nov 2025
Winfield Holiday
Our pick of the best Winfield Hotel Deals

Ameristar Casino Hotel East Chicago
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,000 reviews)
Never eat breakfast there.
Reviewed on 9 Nov 2025

FairBridge Inn Express Merrillville
8250 Louisiana Street Merrillville IN
Fully refundableReserve now, pay when you stay
The price is NZ$89 per night from 29 Nov to 30 Nov
NZ$89
29 Nov - 30 Nov
includes taxes & fees
6.6/10 (453 reviews)
Great staff, close to a lot of food and shopping, Experian made it affordable for me, rooms are bigger than other hotels, lots of lighting not dark and dreary, even the guests are really friendly around you! Also kid friendly!
Reviewed on 8 Nov 2025

Days Inn and Suites by Wyndham Hammond, IN
4000 Calumet Avenue Hammond IN
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 30 Nov to 1 Dec
NZ$153
30 Nov - 1 Dec
includes taxes & fees
7/10 Good! (123 reviews)
Kind staff. Clean room. Have no complaints
Reviewed on 7 Nov 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
Lake County Fairgrounds
Enjoy an outing to Lake County Fairgrounds during your stay in Crown Point. Amble around the area's lakeside or visit its shops.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
