Cheap Flights to Sleepy Hollow , NY from CA $226

View CA $226 flight on Fri, Jan 1, 2027Opens 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 $226 for one-way flights and CA $322 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sun, Aug 2 - Wed, Aug 5
YYZ
Toronto
EWR
New York
CA $341 Roundtrip, found 20 hours ago
CA $341
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sun, Aug 2 from Toronto to New York, returning Wed, Aug 5, priced at CA $341 found 20 hours ago
Delta
Mon, Jun 22 - Wed, Jul 8
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, found 21 hours ago
CA $385
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Jun 22 from Toronto to New York, returning Wed, Jul 8, priced at CA $385 found 21 hours ago
Porter Airlines
Thu, Jun 4 - Fri, Jun 19
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, found 16 hours ago
CA $385
Roundtrip
found 16 hours ago
Select Porter Airlines flight, departing Thu, Jun 4 from Toronto to New York, returning Fri, Jun 19, priced at CA $385 found 16 hours ago
American Airlines
Fri, Jun 19 - Mon, Jun 22
YYZ
Toronto
LGA
New York
CA $385 Roundtrip, just found
CA $385
Roundtrip
just found
Select American Airlines flight, departing Fri, Jun 19 from Toronto to New York, returning Mon, Jun 22, priced at CA $385 just found
Air Transat
Thu, Jun 4 - Sat, Jun 6
YYZ
Toronto
EWR
New York
CA $414 Roundtrip, just found
CA $414
Roundtrip
just found
Select Air Transat flight, departing Thu, Jun 4 from Toronto to New York, returning Sat, Jun 6, priced at CA $414 just found

Alternative airports near Sleepy Hollow

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to John F. Kennedy Intl. JFK. Cheapest option available. Flights from CA $394
JFK
John F. Kennedy Intl.
Cheapest
Flights from CA $394

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 vacation 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.

Book with confidence

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!

Travel information

Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
CA $217

Trending flights to Sleepy Hollow

Prices were available within the past 7 days and start at CA $226 for one-way flights and CA $322 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, May 27 - Wed, May 27
YYZ
Toronto
EWR
New York
CA $322 Roundtrip, just found
CA $322
Roundtrip
just found
Select United flight, departing Wed, May 27 from Toronto to New York, returning Wed, May 27, priced at CA $322 just found

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