A lake surrounded by hills with autumn foliage.

$43 Cheap Flights to Highland Falls, NY

View $43 flight on Thu, Dec 3, 2026Opens in a new window

Flight 1

Popular airlines to Highland Falls

Today's featured flight deals to Highland Falls

NonstopCarry-on includedLower price than typical

How much is the cheapest flight to Highland Falls?

Prices were available within the past 7 days and start at $43 for one-way flights and $86 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Allegiant Air
Breeze Airways
American Airlines
JetBlue Airways
Delta

What you need to know for your flight to Highland Falls

Flights to Highland Falls at a glance

Traveling to Highland Falls is easy—select from a variety of cheap flights to Highland Falls, whether you prefer budget airlines or full-service options. Compare travel times and choose the best fit for your budget and itinerary as you plan your visit to the city's iconic sights and neighborhoods.

  • Major airports near Highland Falls: LaGuardia Airport (LGA), Stewart International Airport (SWF)
  • Closest airport to Highland Falls: Stewart International Airport, SWF (around 11 miles)
  • Flights per week: 5,400+ flights arriving across Highland Falls airports
  • Number of airlines that fly to Highland Falls: around 25+ carriers

Popular airports near Highland Falls

Highland Falls is a vibrant city ideal for outdoor adventures, family getaways, and cultural experiences. Visitors are drawn to its romantic scenery and thrilling activities. Conveniently, Highland Falls is accessible via two major airports, making it easy for travelers to plan their journey to this enchanting destination.

  • LaGuardia Airport (LGA): Situated in Queens County, New York, approximately 41 miles from Highland Falls, this airport caters to both domestic and international flights. It boasts connections to over 235 domestic cities and more than 105 international locales. Travelers can opt for enhanced comfort by selecting first class, premium economy, or business class seating based on their preferred airlines and routes. Major carriers include Delta, American Airlines, and United.
  • Stewart International Airport (SWF): Found in Orange County, New York, roughly 11 miles from Highland Falls, this airport provides service for both domestic and international travelers. It connects around 4 domestic cities and 3 international destinations. Breeze and Fly Play are among the popular airlines operating from this airport, offering a range of flight options for passengers.

Top routes to Highland Falls

  • Chicago (ORD/MDW) to Highland Falls (LGA), with one-way fares starting at around $70
  • Orlando (MCO) to Highland Falls (LGA/SWF), with one-way tickets available from around $45
  • Miami (MIA) to Highland Falls (LGA), with one-way fares starting at around $50
  • Atlanta (ATL) to Highland Falls (LGA), with one-way airfare from around $35
  • Tampa (TPA) to Highland Falls (LGA), with one-way fares starting at around $60

Cheapest routes to Highland Falls

  • Atlanta (ATL) to Highland Falls (LGA), with cheap one-way fares from around $35
  • Raleigh (RDU) to Highland Falls (LGA), with low one-way fares from around $40
  • Charlotte (CLT) to Highland Falls (LGA), with low one-way fares from around $40
  • Orlando (MCO) to Highland Falls (LGA/SWF), with low-cost one-way tickets from around $45
  • Cleveland (CLE) to Highland Falls (LGA), with low one-way fares from around $45

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Highland Falls

  • Delta: Operating flights to LaGuardia Airport (LGA), Delta represents roughly 35% of the arrivals to Highland Falls. The typical one-way fare is about $270, with premium cabin services potentially including premium economy, business, and first class based on the route.
  • American Airlines: Providing service to LaGuardia Airport (LGA), American Airlines accounts for approximately 34% of the arrivals in Highland Falls. The average one-way fare stands around $260, with business class and first class available as premium options depending on the route.
  • United: Serving LaGuardia Airport (LGA), United contributes nearly 12% of arrivals to Highland Falls. The average fare for a one-way ticket is approximately $280, featuring business class and first class as possible premium cabin offerings depending on the route.
  • Southwest Airlines: With flights to LaGuardia Airport (LGA), Southwest Airlines makes up about 10% of arrivals in Highland Falls. Passengers can expect an average one-way fare of around $240.
  • Frontier Airlines: Operating to LaGuardia Airport (LGA), Frontier Airlines accounts for roughly 3% of arrivals to Highland Falls. The average one-way fare is approximately $170, making it a budget-friendly choice for travelers.

Best time to fly to Highland Falls

The most popular months for travelers to fly to Highland Falls are January, March, and April, when peak temperatures in Highland Falls can reach up to 48.9°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 64.8°F and typically the lowest average one-way fare (around $177), roughly 4% cheaper than the yearly average. Looking for additional cheaper months to fly? October, July, and May offer average one-way fares of around $179, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January28.6°F (-1.9°C)Light RainMostly SunnyModerately High$182
February30.4°F (-0.9°C)Light RainMostly SunnyAverage$185
March37.8°F (3.2°C)Light RainMostly SunnyModerately High$188
April48.9°F (9.4°C)Light RainMostly SunnyModerately High$203
May59.4°F (15.2°C)Light RainMostly SunnyAverage$180
June67.5°F (19.7°C)Light RainMostly SunnyAverage$185
July73.6°F (23.1°C)Light RainMostly SunnyAverage$179
August71.6°F (22.0°C)Light RainMostly SunnyAverage$188
September64.8°F (18.2°C)Light RainMostly SunnyModerately Low$177
October54.3°F (12.4°C)Light RainMostly SunnyModerately Low$178
November42.6°F (5.9°C)Light RainMostly SunnyModerately Low$186
December34.9°F (1.6°C)Light RainMostly SunnyAverage$195

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Highland Falls

Getting some of the best deals on flights to Highland Falls is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Highland Falls flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Highland Falls

Highland Falls welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Highland Falls efficiently:

  • Public transportation: From LaGuardia Airport, several transport options are conveniently accessible. Junction Blvd. Station, a metro station, is located about 1.9 miles from the airport by car, while Woodside Station, a train station, is approximately 3 miles away by car. Additionally, Flushing Seaport, a seaport, is situated around 3.7 miles from the airport, also reachable by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Highland Falls, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Highland Falls is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Highland Falls on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Highland Falls

  • West Point: Located 2 miles drive away from Highland Falls, West Point is an ideal destination for families and culture enthusiasts. Visitors can explore the West Point Museum, which showcases military history, or enjoy the stunning scenery at Bear Mountain State Park, perfect for outdoor adventures. Croton Point Park offers a lovely urban park experience for a relaxing day out. With its educational sites and shopping centers, West Point provides a well-rounded experience for those looking to immerse themselves in local culture and history.
  • Cornwall: Cornwall is located 5 miles drive away from Highland Falls and is a haven for outdoor lovers and families seeking adventure. The Storm King Art Center invites art enthusiasts to appreciate large-scale sculptures set against breathtaking landscapes. Bear Mountain State Park is another highlight, offering fantastic opportunities for hiking and scenic views. Additionally, the Dia Beacon art museum showcases contemporary art, making the city a rich blend of nature and culture for travelers to explore.
  • Beacon: Beacon is located 18 miles drive away from Highland Falls, known for its vibrant arts scene and outdoor activities. The Dia Beacon art museum features a remarkable collection of contemporary works, appealing to art lovers. For those who enjoy nature, Algonquin Park provides a peaceful urban park experience, perfect for families. With nearby skiing opportunities and the picturesque backdrop of mountains, Beacon offers a dynamic mix of adventure and relaxation, making it a great stop for travelers seeking diverse experiences.

Tips for short-haul flights to Highland Falls

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize your packing efficiency by using mini toiletries, wearing your heaviest clothing, and coordinating outfits ahead of time. This approach also helps you avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may not provide in-flight entertainment options. To keep yourself occupied, download TV shows, movies, music, or podcasts beforehand, and consider bringing a book. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours prior to departure, taking into account potential traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save on costs at the airport.

Tips for long-haul flights to Highland Falls

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines may allow you to select a seat for free once online check-in begins, typically 24–48 hours before your flight. Some airlines permit seat selection even earlier.
  • Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and available.
  • Adjust to the new time zone mid-flight—begin synchronizing your body clock by changing your watch and sleep pattern to align with your destination's time zone. Try to sleep or remain awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Highland Falls?
The cheapest month to fly to Highland Falls is December when there's less demand. Off-peak months are usually when you'll find cheap fares. To save money, avoid flying during school breaks and major holidays.
Which US cities have the cheapest flights to Highland Falls?
Score cheap flights to Highland Falls from Orlando, Atlanta and Chicago. These cities typically offer the lowest fares to this top destination. But bear in mind that stopovers, seasonality and demand will also have an influence on rates, so stay flexible and book when you see a bargain.
Which US cities fly direct to Highland Falls?
There are 75 US cities you're able to fly to Highland Falls nonstop from. Compare your options by selecting the "Direct flights only" filter on Expedia and pick the best departure point for your trip. Here are some of the top cities to leave from:
  • Orlando
  • Atlanta
  • Chicago
  • Los Angeles
  • Fort Lauderdale
How to find a cheap flight to Highland Falls?
To secure cheap flights to Highland Falls, book early or travel during the off-season months of December and January. Want an insider tip? Leave on a Thursday and save around 16% on average compared to traveling on a Sunday.* Opt to receive price alerts on the Expedia app and we'll get in touch as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Highland Falls?
Staying flexible about your travel plans can help you to find last-minute offers on cheap flights to Highland Falls. To view all the available options, consider exploring different ticket types, tweaking your Highland Falls vacation dates, leaving from an alternative airport or going with another carrier.
How far in advance should I book a flight to Highland Falls?
To nab some of the biggest savings on domestic journeys, book your flight to Highland Falls 28 days ahead of your travel dates. For international flights, book between two and four months in advance. This gives you a better chance of getting your preferred departure dates, times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Highland Falls?
Sundays are typically the best day to book a cheap flight to Highland Falls, where you can save 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, be ready to pay a higher price as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Highland Falls?
There are 72 airlines connecting Highland Falls with 168 airports all over the world. The chief entry point to this city is John F. Kennedy Intl. Airport (JFK). Travel with any of these top airlines to Highland Falls:
  • Delta Air Lines
  • JetBlue Airways
  • American Airlines
  • British Airways
Where do you fly into Highland Falls?
When you're flying to Highland Falls, the main airport for arrivals is Stewart Intl. Airport (SWF). You can also head to nearby hubs like Westchester County Airport (HPN), LaGuardia Airport (LGA) or Liberty Intl. Airport (EWR). An additional option worth considering when you fly to Highland Falls is John F. Kennedy Intl. Airport (JFK).
How far is the airport from central Highland Falls?
You'll be approximately 11 mi northwest of central Highland Falls after jetting into Stewart Intl. Airport (SWF).
Can I save money by booking a Highland Falls trip package?
You could potentially save hundreds of dollars if you secure a Highland Falls flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel arrangements in the same place. Try bundling your hotel and flight with extras such as tours and activities for your own personalized Highland Falls break.
Can I change or cancel my flight to Highland Falls?
You can usually cancel or change your flight to Highland Falls within 24 hours of booking. However, keep in mind that some flights are non-refundable. In those cases, you may receive credit for future flights instead of a direct refund. Be sure to check the airline's terms and conditions in your itinerary for exact details. You can use Expedia's "No cancel fee" or "Changes included" filters during your search to secure cheap flights to Highland Falls with flexible change policies. For more information, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Highland Falls

The cheapest day to fly

Get started finding a cheap flight to Highland Falls on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

December is the cheapest month to fly to Highland Falls. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Highland Falls. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Highland Falls, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Highland Falls

The lowest price for round-trip flights to Highland Falls in 2026 starts from from $86, while one-way tickets start from from $43. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Highland Falls. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Highland Falls

Allegiant Air, Breeze Airways, JetBlue Airways, American Airlines, Delta are just some of the airlines that can typically offer cheap tickets to Highland Falls. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Highland Falls and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Highland Falls, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Highland Falls. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Highland Falls plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Highland Falls

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Highland Falls.

Stopover savings

The cheapest tickets to Highland Falls are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Highland Falls. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Highland Falls for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Highland Falls. Simply download the free Expedia app to your smart device and activate Highland Falls flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Highland Falls. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Highland Falls

Travel information

Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
$86

Trending flights to Highland Falls

Prices were available within the past 7 days and start at $43 for one-way flights and $86 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Allegiant Air

Explore a world of travel with Expedia