Orangeville Holidays from NZ$3,594
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The Latest Orangeville Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was NZ$5,065, price is now NZ$3,854 per person
NZ$3,854
per person
2 Apr - 9 Apr
found 10 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on 25 Dec 2025
The Peninsula Chicago
Downtown Chicago
Price was NZ$7,111, price is now NZ$5,493 per person
NZ$5,493
per person
2 Apr - 9 Apr
found 10 hours ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Upon check-in, it was magical! The doormen were amazing, the 'go as often as you'd like' Santa's candy shop, overall hotel decorations and the professionalism of the staff will blow you away!!! This hotel is next level up and puts the Ritz Carlton down a notch, for sure. Our room was truly magnificent and I wish we could have stayed longer!
Reviewed on 6 Jan 2026
Orangeville Holiday
Our pick of the best Orangeville Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is NZ$203 per night from 7 Feb to 8 Feb
NZ$203
7 Feb - 8 Feb
includes taxes & fees
8.8/10 Excellent! (853 reviews)
Safe, clean & convenient.
Reviewed on 3 Jan 2026
Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 18 Jan to 19 Jan
NZ$153
18 Jan - 19 Jan
includes taxes & fees
8.8/10 Excellent! (826 reviews)
Love this hotel, have stayed at it 3 times. You even get a discount at vinces just for staying at this hotel which is so kind of them
Reviewed on 7 Jan 2026
Baymont by Wyndham Freeport
1060 Riverside Dr Freeport IL
Fully refundableReserve now, pay when you stay
The price is NZ$148 per night from 19 Jan to 20 Jan
NZ$148
19 Jan - 20 Jan
includes taxes & fees
7.8/10 Good! (714 reviews)
Front desk staff was awesome, very professional, courteous and friendly, room was very clean bed was very comfortable
Reviewed on 1 Jan 2026
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.
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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.
