Cheap Flights to Highland , NY from CA $77

View CA $77 flight on Fri, Sep. 5, 2025Opens in a new window

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How much is the cheapest flight to Highland?

Prices were available within the past 7 days and start at CA $77 for one-way flights and CA $200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Tue, Aug. 26 - Tue, Sep. 2
MCO
Orlando
SWF
Newburgh
CA $200 Roundtrip, found 6 days ago
CA $200
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Aug. 26 from Orlando to Newburgh, returning Tue, Sep. 2, priced at CA $200 found 6 days ago
Breeze Airways
Mon, Aug. 4 - Sat, Aug. 23
MCO
Orlando
SWF
Newburgh
CA $212 Roundtrip, found 2 days ago
CA $212
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug. 4 from Orlando to Newburgh, returning Sat, Aug. 23, priced at CA $212 found 2 days ago
Breeze Airways
Mon, Aug. 4 - Sat, Aug. 23
MCO
Orlando
SWF
Newburgh
CA $219 Roundtrip, found 2 days ago
CA $219
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug. 4 from Orlando to Newburgh, returning Sat, Aug. 23, priced at CA $219 found 2 days ago
Breeze Airways
Tue, Jul. 29 - Thu, Jul. 31
MCO
Orlando
SWF
Newburgh
CA $221 Roundtrip, found 6 days ago
CA $221
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Jul. 29 from Orlando to Newburgh, returning Thu, Jul. 31, priced at CA $221 found 6 days ago
Fly Play
Tue, Aug. 26 - Sat, Aug. 30
AMS
Amsterdam
SWF
Newburgh
CA $587 Roundtrip, found 13 hours ago
CA $587
Roundtrip
found 13 hours ago
Select Fly Play flight, departing Tue, Aug. 26 from Amsterdam to Newburgh, returning Sat, Aug. 30, priced at CA $587 found 13 hours ago

Find the cheapest month to fly from Columbus (CMH) to New York (JFK)

April is typically the cheapest month to fly

From CA $190 - CA $350 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Highland. 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 Highland. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Highland.

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 Highland 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 Highland.

Looking to save even more? Get additional savings by bundling your Highland 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 Highland trip!

Frequently asked questions

What is the name of Highland's airport?
Organize a flight to Highland with Expedia and you'll be stepping off the plane at Stewart Intl. Airport (SWF).
How far is Stewart Intl. Airport (SWF) from central Highland?
Stewart Intl. Airport (SWF) is 27 kilometres from downtown Highland, so be prepared for a bit of a commute into the centre of the city.
What airport is best to fly into Highland?
A flight to Highland means coming in to land at Stewart Intl. Airport. Jump off the plane, gather your bags and you'll be 27 kilometres from downtown.
How many airlines fly to Highland?
There are 5 airlines that fly into Highland from 10 airports across the globe.
Which airlines fly to Highland?
Fly Play operates the majority of the flights to Highland. Catching a Fly Play flight from Reykjavik is the preferred way of getting there.
How many nonstop flights are there to Highland?
Flying to a new place is much more fun when there aren't any annoying stopovers. If you're off to Highland, the awesome news is that there are roughly 23 direct flights every week.
Where are the most popular flights to Highland departing from?
Flights to Highland from Reykjavik, Orlando and Charleston airports are very popular.
How long is the flight to Highland Airport?
If you're going to Highland from Reykjavik, you're looking at a flight duration of 6 hours and 5 minutes. Those jetting off from Orlando can expect to be midair for 2 hours and 51 minutes. From Charleston it's approximately 2 hours and 13 minutes away.
How to book the cheapest flight to Highland?
If you want to have some extra spending money on your trip to Highland, listen up! As every experienced jet-setter knows, don't book at the very last minute. Prices are often highest just prior to the departure date. Also, do some online research and compare your options. If your destination has several airports, you may be able to nab a fantastic price by flying into one that's farther away. Finally, 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 think twice --- grab it while you can.
Do you have any tips for my flight to Highland?
If you're not prepared, airports and flying can be tough. But don't hit the panic button just yet. Follow these tips and tricks and enjoy a comfortable start to your vacation in Highland. What to pack in your hand luggage:

  • Air travel can be easy if you bring the right stuff. First of all you'll need basic toiletry items, such as toothpaste, a toothbrush and some deodorant, a fresh change of clothes and a good book. Secondly, leave space in your carry-on bag for your phone, tablet and chargers, any daily medications and maybe a quality neck pillow as well. Lastly, don't forget to take your passport, travel docs and your bank cards.

Do not pack the following items in your hand luggage:

  • While the list of banned items differs between airlines, the general guide to follow is avoid carrying anything sharp, flammable or explosive. This includes screwdrivers, blades, aerosol cans and bleaching agents. Sporting equipment like bows and arrows, and objects that could harm other people, such as firearms and swords, can't come on board with you either.

What to wear on a flight:

  • Comfort should be your highest priority when choosing what to wear on board. Loose clothing is a smart choice, as are enclosed shoes like sneakers.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by extended periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin and stretch your legs or do some gentle exercises in your seat to promote better circulation.

How to get through airport security fast when flying to Highland?
Being organized before you arrive at the airport can make your getaway to Highland quick and painless. Read through our handy hints for a stress-free journey past security:

  • Security personnel first need to determine that you have a valid ID and travel documents before you can proceed any further. Have them in your hand, ready for inspection.
  • Time to strip down. Well kind of. Your belt, jacket, keys and other small items, like coins, will need to go on a tray through the X-ray machine. Make the whole process easier by removing them before your turn.
  • For just a few minutes, you'll need to unplug from the digital world. Your laptop, phone and any other electronics will also need to go through the scanner.
  • Travelling with a new perfume or cologne? As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, you can keep it with you in your carry-on bag.
  • Choosing your footwear wisely can save you several minutes. Hiking boots are often required to be removed and X-rayed separately. Slip-on shoes are usually not.
  • Airlines won't allow any sharp items or pocket knives in your carry-on luggage. If you need to bring these kinds of items, pack them safely in your checked luggage.

Flights to Highland information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
CA $200
*Available to Expedia members.