Cheap Flights to Sleepy Hollow , NY from CA $128

View CA $128 flight on Tue, Aug. 26, 2025Opens in a new window

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How much is the cheapest flight to Sleepy Hollow?

Prices were available within the past 7 days and start at CA $128 for one-way flights and CA $208 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Tue, Aug. 26 - Sat, Sep. 6
YYZ
Toronto
JFK
New York
CA $208 Roundtrip, just found
CA $208
Roundtrip
just found
Select Flair Airlines flight, departing Tue, Aug. 26 from Toronto to New York, returning Sat, Sep. 6, priced at CA $208 just found
Delta
Thu, Aug. 21 - Sat, Sep. 6
YYZ
Toronto
JFK
New York
CA $276 Roundtrip, found 2 hours ago
CA $276
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Aug. 21 from Toronto to New York, returning Sat, Sep. 6, priced at CA $276 found 2 hours ago
Porter Airlines
Tue, Nov. 18 - Thu, Nov. 20
YYZ
Toronto
LGA
New York
CA $320 Roundtrip, found 5 days ago
CA $320
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Tue, Nov. 18 from Toronto to New York, returning Thu, Nov. 20, priced at CA $320 found 5 days ago
United
Thu, Jan. 1 - Thu, Jan. 8
YYZ
Toronto
EWR
New York
CA $323 Roundtrip, found 1 day ago
CA $323
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jan. 1 from Toronto to New York, returning Thu, Jan. 8, priced at CA $323 found 1 day ago
Air Canada
Mon, Dec. 15 - Wed, Dec. 17
YYZ
Toronto
LGA
New York
CA $324 Roundtrip, found 3 days ago
CA $324
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Dec. 15 from Toronto to New York, returning Wed, Dec. 17, priced at CA $324 found 3 days ago

Find the cheapest month to fly from Columbus (CMH) to White Plains (HPN)

April is typically the cheapest month to fly

From CA $247 - CA $557 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Sleepy Hollow. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Sleepy Hollow. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Sleepy Hollow.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Sleepy Hollow flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Sleepy Hollow.

Looking to save even more? Get additional savings by bundling your Sleepy Hollow flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Sleepy Hollow trip!

Frequently asked questions

What is the name of Sleepy Hollow's airport?
Sleepy Hollow has several airports, but most people prefer John F. Kennedy Intl. Airport (JFK).
How far is JFK from central Sleepy Hollow?
JFK is 48 kilometres from downtown Sleepy Hollow, so be prepared for a bit of a journey into the centre of the city.
What airport is best to fly into Sleepy Hollow?
With a number of airports in one place, travellers are spoiled for choice when it comes to flying into Sleepy Hollow. If you hit the runway at JFK Airport, you'll find yourself 48 kilometres from the downtown area. There's also Liberty Intl. Airport (EWR) (48 kilometres away) and LaGuardia Airport (32 kilometres away).
How many airlines fly to Sleepy Hollow?
There are a total of 85 air carriers connecting Sleepy Hollow with 215 airports globally.
Which airlines fly to Sleepy Hollow?
Sleepy Hollow receives the largest number of flights from United Airlines, American Airlines and Delta with United Airlines being the number one choice of airline. Chicago is the most popular city for passengers to set off from.
How many nonstop flights are there to Sleepy Hollow?
With roughly 10,411 direct flights every week, you'll be touching down in Sleepy Hollow before you can say, "Are we there yet?"
Where are the most popular flights to Sleepy Hollow departing from?
The most popular flights to Sleepy Hollow leave from Chicago, Orlando and Toronto airports.
How long is the flight to Sleepy Hollow Airport?
If it's Chicago you're departing, you'll be in the air for around 2 hours and 12 minutes before you arrive in Sleepy Hollow. Airport to airport from Orlando takes around 2 hours and 40 minutes and from Toronto, the average flight time is 1 hour and 40 minutes.
How to book the cheapest flight to Sleepy Hollow?
If you want to have some extra spending money on your trip to Sleepy Hollow, listen up! As any experienced traveller knows, don't book at the very last minute. Fares are often highest close to the departure date. Don't stop there, however. Do some research and see if there are a few airports at your destination. Ticket prices often differ depending on which airport you use. Don't forget to compare fares across airlines as well. And finally, remember that it's first in, best dressed. Familiarize yourself with airfare costs and be ready to book your ticket as soon as you see a great bargain. The best deals never last long.
Do you have any tips for my flight to Sleepy Hollow?
If you're poorly prepared, travelling can be a real challenge. But don't hit the panic button just yet. Follow these handy hints for a hassle-free start to your getaway in Sleepy Hollow. What to pack in your hand luggage:

  • The trick to having an awesome travel experience is to be prepared. First up, the essentials: passport, travel documents, cash and daily medications. Next, bring items that'll help pass the time, like some electronic devices or a good read. It's also wise to pack your chargers, a comfy neck pillow and a pair of earphones. Last but not least, be sure to toss in toiletries like a toothbrush, deodorant and a fresh change of clothes.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general rule of thumb is avoid carrying anything flammable, sharp or explosive. This includes things like screwdrivers, drills, fuel and fireworks. Sporting equipment like ski poles, and objects that could harm other people, such as swords and batons, are also banned from the cabin.

What to wear on a flight:

  • Comfort should be your top priority when choosing what to wear on your flight. Loose clothing is a smart option, as are flat, closed-toe shoes.
  • Caused by sustained periods of immobility, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-haul flights. Reduce the risks by staying hydrated, keeping your feet and legs moving and wearing compression socks to help improve your circulation.

How to get through airport security fast when flying to Sleepy Hollow?
As seasoned travellers know, the secret is to be well organized before you arrive at the airport security gate. That way, you'll be hopping onto that plane to Sleepy Hollow in no time at all. Follow these helpful tips and get your trip off to a flying start:

  • Security personnel first need to see that you have a valid passport and matching travel documents before you can proceed any further. Keep them within easy reach.
  • Time to strip down. Well kind of. Your coat, belt, keys and other items in your pocket, like your earphones, will be required to go through the X-ray machine. Make your life easier by removing them before your turn.
  • For just a few moments, you'll have to unplug from the digital world. Your tablet, phone and any other electronic gadgets also need to go through the scanner.
  • Travelling with a new cologne or perfume? As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, it's fine to bring with you in your carry-on bag.
  • There's a chance you'll need to remove your shoes to be X-rayed, so wearing slip-on sneakers is always a wise idea.
  • Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, put them in your checked luggage. They won't be allowed in the cabin.

Flights to Sleepy Hollow information
Destination airport
John F. Kennedy Intl.
Destination airport IATA code
JFK
Destination city name
New York
Roundtrip price
CA $208

Trending flights to Sleepy Hollow

Prices were available within the past 7 days and start at CA $128 for one-way flights and CA $208 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flair Airlines
Tue, Aug. 26 - Sat, Sep. 6
YYZ
Toronto
JFK
New York
CA $208 Roundtrip, just found
CA $208
Roundtrip
just found
Select Flair Airlines flight, departing Tue, Aug. 26 from Toronto to New York, returning Sat, Sep. 6, priced at CA $208 just found
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