Miles Holidays from NZ$5,549

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Miles Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
per person
15 Aug - 18 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
8.2/10 Very Good! (2,069 reviews)
View of the runway was cool.

Reviewed on 5 Jul. 2025

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
per person
15 Aug - 18 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (1,840 reviews)
This hotel was very clean, very nice and very accommodating. It was in a perfect location to millennium Park not far from the water, and there were several good restaurants nearby. I would stay there again in a heartbeat.

Reviewed on 6 Jul. 2025

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
per person
15 Aug - 18 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9/10 Wonderful! (1,917 reviews)
Very good, would stay here again

Reviewed on 5 Jul. 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
15 Aug - 18 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
Thank you LondonHouse!! Definitely top notch for my first visit to Chicago!

Reviewed on 5 Jul. 2025

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
per person
15 Aug - 18 Aug
found 1 day ago
Return direct flight included
Auckland (AKL) to Chicago (ORD)
8.4/10 Very Good! (4,263 reviews)
The breakfast omelette station, the evening reception, the great location and the city view made this a great pick.

Reviewed on 6 Jul. 2025

Miles Holiday

Our pick of the best Miles Hotel Deals

Stoney Creek Inn Galena
Stoney Creek Inn Galena
2 out of 5
940 Galena Square Dr, Galena, IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,186 reviews)
"Little outdated but well kept"

Reviewed on 3 Jul. 2025

Get rates
Stoney Creek Inn Galena
Irish Cottage Inn & Suites
Irish Cottage Inn & Suites
3.5 out of 5
9853 US-20, Galena, IL
Fully refundableReserve now, pay when you stay
The price is NZ$191 per night from 8 July to 9 July
NZ$191
8 July - 9 July
includes taxes & fees
9.4/10 Exceptional! (1,131 reviews)
"The Irish Cottage is like a home away from home. I must admit the new de or isn't to my liking. I preferred the slightly "dusty" appearance and the leather library couches. But it is a lovely place and I will go back."

Reviewed on 3 Jul. 2025

Irish Cottage Inn & Suites
Country Inn & Suites by Radisson, Galena, IL
Country Inn & Suites by Radisson, Galena, IL
2.5 out of 5
11334 Oldenburg Ln, Galena, IL
Fully refundable
The price is NZ$190 per night from 8 July to 9 July
NZ$190
8 July - 9 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The staff was very friendly and helpful. Even though our room smelled of cigarette smoke, the overall stay was still very pleasant. EXCELLENT BREAKFAST!! It was the highlight of our stay."

Reviewed on 3 Jul. 2025

Country Inn & Suites by Radisson, Galena, IL
See all 696 properties in Miles
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.

Frequently asked questions

How much does a Miles holiday package cost?
You can snap up a holiday package to this popular destination from NZ$5,549 on Expedia. But how much your holiday to Miles costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Miles?
You can generally find lower prices and better availability in January, February and April. Explore our cheap Miles holiday packages and you could get some great off-season discounts.
How many days is enough for Miles?
With a well-planned itinerary, you can easily visit the main Miles attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Miles holiday for longer.
How to find the best Miles package deals?
Use Expedia's filters to find some terrific Miles package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Miles package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Miles holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customise your Miles trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Miles?
If you're planning a spontaneous Miles trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Miles?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the activities available will also help you decide when to holiday in Miles.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Miles.
  3. Work out your trip length: Consider how much time you want to spend exploring Miles. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Miles holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.