Cheap Flights to Highland , NY from CA $225

Featured airlines

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Highland?

Prices were available within the past 7 days and start at CA $225 for one-way flights and CA $381 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fly Play
Sat., Sep. 28 - Thu., Oct. 3
KEF
Keflavik Intl.
SWF
Stewart Intl.
CA $381 Roundtrip, found 2 days ago
CA $381
Roundtrip
found 2 days ago
Select Fly Play flight, departing Sat., Sep. 28 from Keflavik Intl. to Stewart Intl., returning Thu., Oct. 3, priced at CA $381 found 2 days ago
Fly Play
Sat., Sep. 14 - Thu., Sep. 19
DUB
Dublin
SWF
Stewart Intl.
CA $404 Roundtrip, found 4 hours ago
CA $404
Roundtrip
found 4 hours ago
Select Fly Play flight, departing Sat., Sep. 14 from Dublin to Stewart Intl., returning Thu., Sep. 19, priced at CA $404 found 4 hours ago
Fly Play
Fri., Sep. 13 - Mon., Sep. 23
CDG
Roissy-Charles de Gaulle
SWF
Stewart Intl.
CA $411 Roundtrip, found 2 days ago
CA $411
Roundtrip
found 2 days ago
Select Fly Play flight, departing Fri., Sep. 13 from Roissy-Charles de Gaulle to Stewart Intl., returning Mon., Sep. 23, priced at CA $411 found 2 days ago
Fly Play
Sun., Jan. 12 - Thu., Jan. 16
CPH
Kastrup
SWF
Stewart Intl.
CA $420 Roundtrip, found 3 days ago
CA $420
Roundtrip
found 3 days ago
Select Fly Play flight, departing Sun., Jan. 12 from Kastrup to Stewart Intl., returning Thu., Jan. 16, priced at CA $420 found 3 days ago
Fly Play
Mon., Sep. 16 - Fri., Sep. 20
AMS
Schiphol
SWF
Stewart Intl.
CA $439 Roundtrip, found 3 days ago
CA $439
Roundtrip
found 3 days ago
Select Fly Play flight, departing Mon., Sep. 16 from Schiphol to Stewart Intl., returning Fri., Sep. 20, priced at CA $439 found 3 days ago

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?
Highland has only one airport, Stewart Intl. Airport (SWF).
How far is SWF from central Highland?
Stewart Intl. Airport (SWF) is 26 kilometres from downtown Highland, so be prepared for a bit of a journey into the city.
What airport is best to fly into Highland?
Pass through the exit of Stewart Intl. Airport and your Highland trip will have begun! The city’s main airport, it’s located 26 kilometres from the downtown area.
How many airlines fly to Highland?
You have a couple of options if you’re traveling to Highland. Select from 3 airlines that service this destination from at least 8 airports across the globe.
Which airlines fly to Highland?
Flights to Highland are typically operated by Fly Play. The greatest number of flights depart from Keflavik, with Fly Play servicing this route the most often.
How many nonstop flights are there to Highland?
Flying to a new place is much simpler when there aren’t any stopovers to worry about. If you’re jetting off to Highland, the good news is that there are approximately 21 direct flights operating every week.
Where are the most popular flights to Highland departing from?
The most popular flights to Highland set off from Orlando, Tampa and Keflavik airports.
How long is the flight to Highland Airport?
If it’s Keflavik you’re leaving behind, you’ll be midair for around 6 hours and 20 minutes before you touchdown in Highland. Terminal to terminal from Orlando generally takes 2 hours and 40 minutes and from Punta Gorda, the average flight time is 2 hours and 48 minutes.
How to book the cheapest flight to Highland?
Don’t leave booking your flight to Highland until the last possible moment. That’s one trick savvy jet-setters use to get the best deals. Booking ahead means more options and cheaper flights. Another terrific way to land a bargain is to research all options. If where you’re headed has more than one airport, don’t forget to research the cost of flying into a smaller terminal. Lastly, be ready to lock in your seat quickly if you stumble on a great price. It might not be available for too long! With a bit of know-how and a little good fortune, the perfect fare can be yours.
How to survive the flight to Highland?
Wherever you’re coming from, flying can be a pleasant experience if you’ve prepared well enough. Follow these handy travel tips that will get your Highland escape started on the right note.What to pack in your hand luggage:

  • The secret to having a pain-free flight experience is to pack ahead. So, let’s start with the essentials: passport, boarding pass, credit cards and important medications. Next, bring on board items that’ll help while away those hours, like some electronic gadgets or a good read. You’ll also want to bring your chargers, a quality neck pillow and a pair of earphones. And of course, be sure to squeeze in toiletry items like a toothbrush, cleansing wipes and a clean T-shirt.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between airlines, the general rule to follow is nothing flammable, sharp or explosive. This includes box cutters, razor blades, fuels and bleaching agents. Sporting equipment like golf clubs, and items that could harm other people, such as guns and swords, are also banned from the cabin.

What to wear on a flight:

  • Your aim here is to feel as comfortable as you can. Layer yourself up in breathable clothing and remember to pack a pullover in case it gets chilly in the cabin. Pick a pair of flat, well-fitting shoes as your feet may swell during the flight. Leave the high heels and hiking boots in your checked baggage.
  • Caused by sustained periods of inactivity, DVT (deep vein thrombosis) is a condition that can affect some passengers on long-distance flights. But the good news is there are proven ways to reduce the risk of developing it. Stay well hydrated, wander through the cabin wherever possible and wear compression socks or tights.

How to get through airport security fast when flying to Highland?
As savvy travelers know, the secret is to be well organized before you arrive at the security gate. That way, you’ll be hopping onto that plane to Highland in the blink of an eye. Follow these tips and get your trip off to a fantastic start:

  • Keep your travel documents and ID within easy reach. They’re the first items you’ll be asked to show at security.
  • After that, both you and your carry-on bag will be X-rayed. To make the process quick and painless, remove anything that might trigger the alarms. Items like your coat, belt and headphones will be required to go through the machine.
  • Electronic devices like phones and laptops will also need to go on a tray for inspection. No need to worry though, you’ll be back online soon enough.
  • Don’t forget to remove gels and liquids from your carry-on bag. They often need to be sent through the X-ray machine separately. Each item should be in a container no larger than 3.4 ounces (100 milliliters) and everything must fit in a quart-size (one liter), clear zip-close bag.
  • Lightweight sneakers are a great footwear choice as you’re less likely to be required to remove them when passing through security. Big boots and other heavy shoes are often subjected to extra screening.
  • Sharp or pointed objects (like knives and scissors) are not allowed on board. They’ll be seized at security, so put them in your checked baggage.

Flights to Highland information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
CA $380
*Available to Expedia members.