
Oakwood Hills Holidays from NZ$2,691
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The Latest Oakwood Hills Holiday Deals
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was NZ$3,340, price is now NZ$2,691 per person
NZ$2,691
per person
27 Dec - 1 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on 20 Oct 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was NZ$5,529, price is now NZ$4,214 per person
NZ$4,214
per person
27 Dec - 1 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
Great staff, very clean rooms, overall great experience
Reviewed on 31 Oct 2025


The Emily Hotel
Downtown Chicago
Price was NZ$3,858, price is now NZ$2,998 per person
NZ$2,998
per person
27 Dec - 1 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,248 reviews)
Always a great stay! Staff are great and rooms present great value.
Reviewed on 1 Nov 2025

Arlo Chicago
Downtown Chicago
Price was NZ$3,499, price is now NZ$2,807 per person
NZ$2,807
per person
27 Dec - 1 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,852 reviews)
Great staff. Especially front desk and restaurant! Great location.
Reviewed on 3 Nov 2025
Oakwood Hills Holiday
Our pick of the best Oakwood Hills Hotel Deals

Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is NZ$127 per night from 5 Nov to 6 Nov
NZ$127
5 Nov - 6 Nov
includes taxes & fees
6.4/10 (1,010 reviews)
1 night stay. $25 fee at check-in refunds afterwards 2-3days. NO BREAKFAST! Room was clean and nice. Does not include useable balcony’s, just for the aesthetic.
Reviewed on 29 Oct 2025

La Quinta Inn & Suites by Wyndham Chicago Gurnee
5688 Northridge Rd, Gurnee, IL
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 10 Nov to 11 Nov
NZ$133
10 Nov - 11 Nov
includes taxes & fees
7.8/10 Good! (1,376 reviews)
I thought the room was pretty nice. The beds are small- definitely not a queen. The room was warm even with the air on. The breakfast was ok- there were no scrambled eggs. Just sausage, biscuits and gravy and waffle/pancakes. I would have liked more protein. It was really close to Great America. ...
Reviewed on 28 Oct 2025

Comfort Inn & Suites Arlington Heights - Buffalo Grove
3700 N Wilke Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 10 Nov to 11 Nov
NZ$165
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (385 reviews)
I have to say this was the nicest comfort Inn I’ve ever stayed in.
Reviewed on 31 Oct 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
