Cheap Flights to Sleepy Hollow

View NZ$909 flight on Thu, 21 May 2026Opens in a new window

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Cheap Tickets to Sleepy Hollow

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

China Airlines
Sat, 30 May - Wed, 9 Sept
AKL
Auckland
JFK
New York
NZ$1,794 Return, found 16 hours ago
NZ$1,794
Return
found 16 hours ago
Select China Airlines flight, departing Sat, 30 May from Auckland to New York, returning Wed, 9 Sept, priced at NZ$1,794 found 16 hours ago
Air Canada
Thu, 5 Mar - Thu, 19 Mar
CHC
Christchurch
LGA
New York
NZ$1,836 Return, found 1 day ago
NZ$1,836
Return
found 1 day ago
Select Air Canada flight, departing Thu, 5 Mar from Christchurch to New York, returning Thu, 19 Mar, priced at NZ$1,836 found 1 day ago
American Airlines
Thu, 29 Jan - Wed, 18 Feb
CHC
Christchurch
JFK
New York
NZ$1,843 Return, found 2 days ago
NZ$1,843
Return
found 2 days ago
Select American Airlines flight, departing Thu, 29 Jan from Christchurch to New York, returning Wed, 18 Feb, priced at NZ$1,843 found 2 days ago
Air New Zealand
Thu, 5 Feb - Mon, 9 Feb
CHC
Christchurch
JFK
New York
NZ$1,853 Return, found 1 day ago
NZ$1,853
Return
found 1 day ago
Select Air New Zealand flight, departing Thu, 5 Feb from Christchurch to New York, returning Mon, 9 Feb, priced at NZ$1,853 found 1 day ago
United
Mon, 26 Jan - Mon, 9 Feb
AKL
Auckland
JFK
New York
NZ$1,853 Return, found 2 hours ago
NZ$1,853
Return
found 2 hours ago
Select United flight, departing Mon, 26 Jan from Auckland to New York, returning Mon, 9 Feb, priced at NZ$1,853 found 2 hours ago

Sleepy Hollow Flights

The Sleepy Hollow experience you’ve always wanted

Catching a flight to Sleepy Hollow is easier than it’s ever been when you use Expedia to plan your escape. A great holiday starts with great selection, and we have an amazing amount of Sleepy Hollow flight deals. A quick search on Expedia.co.nz will show you cheap tickets to Sleepy Hollow in mere moments, from overnight flights to weekend getaways. Trying to earn frequent flyer points? We even make it easy for you to stay loyal to your preferred airline.

Been a while since you’ve travelled?

If you haven’t flown recently, you might like some insider information. In fact, even seasoned travellers should check out our blog. Featuring hundreds of articles written by our very own experts, our blog keeps you informed about all the fantastic attractions and things to do in the world’s most popular destinations, so you know just what to pack. Get ready for great advice on trip preparation and seeing the sights—then get ready to fly!

Bundle your room and flight to travel for less

Package your flights with your hotel booking in Sleepy Hollow, and your trip will become even cheaper. By making all of your reservations with us, you’ll save money and time, plus have the peace of mind that comes with booking all of your arrangements in one place. It may seem like magic, but it’s just the Expedia.co.nz way.

A holiday at the tips of your fingers

Take the high-tech road when you use our Expedia app to plan your holiday to Sleepy Hollow. Our handy app allows you to reserve flights and hotels at any time of day, on any type of phone, because it’s available on both Android and iOS. You’ll also benefit from exclusive deals, have a chance to earn extra points, and can keep your itinerary at your fingertips. No matter where you are, count on our app to help you get where you’re going.

Register for Frequent Flyer Rewards

If you enjoy being pampered every once in a while, register with our Expedia Rewards program to get exclusive offers and discounts you won’t find anywhere else. Expedia Rewards grants you member-only benefits, plus price guarantees on your room rates. We can even help you rack up frequent flyer points more quickly. Plus, by signing up, you can book our Unreal Deals, which, when bundled with your room, could save you the cost of a whole plane ticket.

Start planning and start packing

Expedia.co.nz makes it easy to find cheap flights to Sleepy Hollow NZ$1,794. With such amazing deals, why wait any longer to book your trip? Start searching today, and we’ll see you soon in Sleepy Hollow.

Frequently asked questions

What is the name of Sleepy Hollow's airport?
Sleepy Hollow is served by several airports, but most people choose to touch down at John F. Kennedy Intl. Airport (JFK).
How far is John F. Kennedy Intl. Airport (JFK) from central Sleepy Hollow?
Long commutes don't have to be stressful if you plan ahead for them. Downtown Sleepy Hollow is 48 kilometres from JFK Airport, so it's smart to know how to get to the city before you touchdown.
What airport is best to fly into Sleepy Hollow?
Sleepy Hollow is popular with travellers, and it has the airports to prove it. If you're heading off on a visit to this vibrant city, you'll likely be hopping off the plane at JFK Airport (48 kilometres from downtown). If not, it'll probably be Newark Airport (48 kilometres from downtown) or LaGuardia Airport (32 kilometres from downtown).
How many airlines fly to Sleepy Hollow?
There are 85 air carriers connecting Sleepy Hollow to 215 airports across the world.
Which airlines fly to Sleepy Hollow?
United Airlines, American Airlines and Delta are the most frequent fliers to Sleepy Hollow. The highest number of flights come in from Chicago, with United Airlines offering the most services on this route.
How many nonstop flights are there to Sleepy Hollow?
Arranging an unforgettable Sleepy Hollow adventure is child's play when there are 10 411 nonstop flights every week to pick from.
Where are the most popular flights to Sleepy Hollow departing from?
Travellers often jet off from Chicago, Orlando and Toronto airports when heading to Sleepy Hollow.
How long is the flight to Sleepy Hollow Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to see. From Chicago to Sleepy Hollow, the average flight time is 2 hours and 12 minutes. From Orlando it's around 2 hours and 40 minutes, and from Toronto it's 1 hour and 40 minutes.
How to book the cheapest flight to Sleepy Hollow?
Don't leave booking your flight to Sleepy Hollow until the last moment. That's one move savvy jet-setters use to get the best deals. Booking in advance means more options and more affordable flights. Don't stop there, though. Do some research and find out if there is more than one airport at your destination. Prices often differ depending on the airport you fly into. Be sure to compare fares across airlines too. Lastly, another easy way to save some cash is be ready to book at a moment's notice. If you stumble on a terrific bargain, don't hesitate — snap it up while you've got the chance.
Do you have any tips for my flight to Sleepy Hollow?
Wherever you're coming from, flying can be a pleasant experience if you've planned ahead. Take a peek at these handy hints that will help get your Sleepy Hollow holiday started on the right foot. What to pack in your hand luggage:

  • Firstly, and most importantly, put in your passport, important documents, wallet and daily medications. Next, you'll want some in-flight entertainment to help pass the time. A thrilling novel and a laptop filled with your favourite shows are good options. If you plan to take a short snooze, a quality neck pillow and a pair of earplugs will also come in handy. Finally, find room for a toothbrush and some facial wipes to ensure you arrive feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general guide to follow is nothing flammable, sharp or explosive. This includes screwdrivers, drills, spray paint and fireworks. Sporting equipment like golf clubs, and objects that could harm passengers, such as firearms and swords, won't be allowed on board either.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for temperature changes in the cabin by layering up, and opt for flat, easy-to-remove footwear like slip-ons.
  • Deep vein thrombosis (DVT) can pose a risk on long-distance flights. It's the result of blood clotting due to inactivity and poor circulation, so do some gentle leg and foot exercises in your seat and consider wearing compression socks.

How to get through airport security fast when flying to Sleepy Hollow?
Being prepared before your flight will make your getaway to Sleepy Hollow easy and painless. We've compiled some useful tips and tricks for a swift journey through security:

  • First things first. Your boarding pass and travel ID will need to be inspected by airport security. Have them close by so you don't have to dig around for them.
  • Next up, both you and your carry-on luggage will be X-rayed. To make the process quick and painless, take off anything that is likely to set the alarm off. Personal belongings like your jacket, belt and earphones need to go through the machine.
  • All your electronic devices, including your laptop and phone, are also required to be scanned.
  • Remember to remove gels and liquids from your carry-on luggage. They often need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you several precious minutes. Hiking or heavy-style boots are often required to be removed and X-rayed separately. Lightweight sneakers are usually not.
  • Airlines won't allow any sharp objects in your carry-on baggage. If you need to bring these kinds of items, put them in your checked baggage.

Flights to Sleepy Hollow information
Destination airport
John F. Kennedy Intl.
Destination airport IATA code
JFK
Destination city name
New York
Return price
NZ$282

Trending flights to Sleepy Hollow

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

China Airlines
Sat, 30 May - Wed, 9 Sept
AKL
Auckland
JFK
New York
NZ$1,794 Return, found 16 hours ago
NZ$1,794
Return
found 16 hours ago
Select China Airlines flight, departing Sat, 30 May from Auckland to New York, returning Wed, 9 Sept, priced at NZ$1,794 found 16 hours ago
*Available to Expedia members.