Miles Holidays from NZ$3,146
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The Latest Miles 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 1 day 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 1 day 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 1 day 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 1 day 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
Miles Holiday
Our pick of the best Miles Hotel Deals
Stoney Creek Inn Galena
940 Galena Square Dr Galena IL
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 20 Nov to 21 Nov
NZ$152
20 Nov - 21 Nov
includes taxes & fees
9.2/10 Wonderful! (1,276 reviews)
A great complimentary breakfast. Friendly staff, great price, and just mins from downtown.
Reviewed on 15 Nov 2025
Irish Cottage Inn & Suites
9853 US-20 Galena IL
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 25 Nov to 26 Nov
NZ$237
25 Nov - 26 Nov
includes taxes & fees
9.4/10 Exceptional! (1,227 reviews)
Very quaint and very Irish. Loved it. Faerie Ring was magical. The irish band at night brought some flair to the night. The bar was warm and inviting.
Reviewed on 14 Nov 2025
Best Western Galena Inn & Suites
9923 West US Route 20 Galena IL
Fully refundableReserve now, pay when you stay
The price is NZ$148 per night from 1 Dec to 2 Dec
NZ$148
1 Dec - 2 Dec
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
The staff is always friendly and helpful. The breakfast is fantastic. Our room, a suite with an "extra bedroom" was spacious and comfortable. The location of the hotel is easy to get anywhere you want to visit in Galena, and literally a walk across the parking lot to Happy Joe's or Frank O'Dowds ...
Reviewed on 11 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.
