Gilberts Holidays from NZ$3,146
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The Latest Gilberts Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was NZ$4,303, price is now NZ$3,146 per person
NZ$3,146
per person
26 Dec - 2 Jan
found 17 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.
Reviewed on 18 Nov 2025
Level Chicago – Old Town
Downtown Chicago
Price was NZ$6,133, price is now NZ$4,038 per person
NZ$4,038
per person
26 Dec - 2 Jan
found 16 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025
The Emily Hotel
Downtown Chicago
Price was NZ$5,140, price is now NZ$3,607 per person
NZ$3,607
per person
26 Dec - 2 Jan
found 17 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special
Reviewed on 11 Nov 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$6,630, price is now NZ$4,802 per person
NZ$4,802
per person
26 Dec - 2 Jan
found 17 hours ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance.
The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return.
Mr. & Mrs.S
Reviewed on 17 Nov 2025
Gilberts Holiday
Our pick of the best Gilberts Hotel Deals
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road Schaumburg IL
Fully refundableReserve now, pay when you stay
The price is NZ$116 per night from 27 Nov to 28 Nov
NZ$116
27 Nov - 28 Nov
includes taxes & fees
6.4/10 (1,004 reviews)
It was quiet and affort
Reviewed on 14 Nov 2025
Eaglewood Resort and Spa
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 7 Dec to 8 Dec
NZ$178
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Large resort but no room service
Reviewed on 13 Nov 2025
Motel 6 Elk Grove Village, IL
1000 W Devon Ave Elk Grove Village IL
Fully refundable
The price is NZ$89 per night from 17 Dec to 18 Dec
NZ$89
17 Dec - 18 Dec
includes taxes & fees
8/10 Very Good! (1,051 reviews)
Good
Reviewed on 13 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
