Lodging Image

$43 Cheap Flights to Montgomery, NY

View $43 flight on Sun, Oct 18, 2026Opens in a new window

Popular airlines to Montgomery

  • Be in the know

    Get alerts if flight prices drop or rise*
  • Book smarter

    Save up to 30% on select hotels after you book a flight*
  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Today's featured flight deals to Montgomery

NonstopCarry-on includedLower price than typical

How much is the cheapest flight to Montgomery?

Prices were available within the past 7 days and start at $43 for one-way flights and $76 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Allegiant Air
Allegiant Air
Allegiant Air
Allegiant Air
Breeze Airways

What you need to know for your flight to Montgomery

Flights to Montgomery at a glance

Traveling to Montgomery is easy—choose between full-service and budget airlines, compare travel times, and select the option that best fits your budget and itinerary. This allows you to enjoy the city’s renowned attractions and neighborhoods at your convenience.

  • Major airports near Montgomery: Westchester County Airport (HPN), Stewart International Airport (SWF)
  • Closest (typical) airport to Montgomery: Stewart International Airport, SWF (around 8 miles)
  • Flights per week: 1,050+ flights arriving across Montgomery airports
  • Number of airlines that fly to Montgomery: around 10+ carriers

Popular airports near Montgomery

Montgomery is a charming city perfect for family-friendly outdoor adventures and entertainment getaways. Visitors are drawn to its outdoor activities, romantic spots, cultural experiences, and family attractions. The city is conveniently accessible via two major airports, making travel to Montgomery a breeze.

  • Westchester County Airport (HPN): Situated in Westchester County, New York, roughly 42 miles from Montgomery, this airport caters to both domestic and international flights, linking travelers to over 110 domestic cities and more than 10 international locations. Notable airlines operating here include JetBlue Airways, American Airlines, and Delta, with options for premium economy and first-class seating to enhance comfort based on the selected routes and airlines.
  • Stewart International Airport (SWF): Found in Orange County, New York, approximately 8 miles from Montgomery, this airport offers both domestic and international services, connecting to around 4 domestic cities and 3 international destinations. Breeze and Fly Play are among the popular airlines that operate from this airport, providing travelers with various flight options.

Top routes to Montgomery

  • Orlando (MCO) to Montgomery (HPN/SWF), with one-way flight options from around $60
  • West Palm Beach (PBI) to Montgomery (HPN), with one-way fares starting at around $80
  • Fort Lauderdale (FLL) to Montgomery (HPN), with one-way tickets available from around $60
  • Tampa (TPA) to Montgomery (HPN), with one-way fares starting at around $65
  • Fort Myers (RSW) to Montgomery (HPN/SWF), with one-way flights starting at around $50

Cheapest routes to Montgomery

  • Raleigh (RDU) to Montgomery (HPN), with budget one-way fares from around $45
  • Fort Myers (RSW) to Montgomery (HPN/SWF), with low one-way fares from around $50
  • Charleston (CHS) to Montgomery (HPN/SWF), with low-cost one-way tickets from around $50
  • Greenville (PGV/GSP) to Montgomery (HPN), with low one-way fares from around $50
  • Sarasota (SRQ) to Montgomery (HPN), with affordable one-way prices from around $55

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

Top airlines with flights to Montgomery

  • American Airlines: Operating flights to Westchester County Airport (HPN), American Airlines represents about 41% of the arrivals in Montgomery. Travelers can expect an average one-way fare of around $240, with first class available on select routes.
  • Delta: Also flying into Westchester County Airport (HPN), Delta makes up roughly 27% of arrivals to Montgomery. The typical one-way fare is about $230, and premium options may include both premium economy and first-class service based on the route.
  • JetBlue Airways: Serving Westchester County Airport (HPN), JetBlue accounts for approximately 23% of arrivals to Montgomery. The average fare for a one-way ticket is around $250, with premium economy service available on certain routes.
  • Breeze: Operating flights to both Westchester County Airport (HPN) and Stewart International Airport (SWF), Breeze makes up about 8% of arrivals to Montgomery. The average one-way fare is roughly $110.
  • Fly Play: Providing service to Stewart International Airport (SWF), Fly Play has an average one-way fare of approximately $420.

Best time to fly to Montgomery

The most popular months for travelers to fly to Montgomery are January, March, and April, when peak temperatures in Montgomery can reach up to 48°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 63.9°F and typically the lowest average one-way fare (around $188), roughly 11% cheaper than the yearly average. Looking for additional cheaper months to fly? October, July, and June offer average one-way fares roughly ranging from $193 to $204, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January26.8°F (-2.9°C)Light RainMostly SunnyModerately High$210
February28.8°F (-1.8°C)Light RainMostly CloudyAverage$225
March36.3°F (2.4°C)Light RainMostly CloudyModerately High$224
April48.0°F (8.9°C)Light RainMostly SunnyModerately High$249
May58.8°F (14.9°C)Light RainMostly SunnyAverage$207
June66.9°F (19.4°C)Light RainMostly SunnyAverage$204
July73.0°F (22.8°C)Light RainMostly SunnyAverage$200
August70.9°F (21.6°C)Light RainMostly SunnyAverage$205
September63.9°F (17.7°C)Light RainMostly SunnyModerately Low$188
October52.9°F (11.6°C)Light RainMostly SunnyAverage$193
November40.8°F (4.9°C)Light RainMostly SunnyModerately Low$222
December32.9°F (0.5°C)Light RainMostly CloudyModerately Low$213

*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 Montgomery

Getting some of the best deals on flights to Montgomery 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*, or explore our Montgomery hotel and flight deals.
  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 Montgomery flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Montgomery

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

  • Public transportation: From Westchester County Airport, both Greenwich Ferry Dock, a ferry terminal, and White Plains Metro-North Railroad Station, a train station, are located about 7.8 miles away by car, providing convenient transport options for travelers looking to explore the area.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Montgomery, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Montgomery is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Montgomery 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 Montgomery

  • Washingtonville: Located 8 miles drive away from Montgomery, Washingtonville is a vibrant city offering a delightful mix of entertainment and outdoor experiences. Visitors can enjoy shopping at local centers and explore cultural attractions like the Storm King Art Center and Dia Beacon. For nature lovers, Bear Mountain State Park provides stunning scenery and adventure opportunities, making it an ideal destination for a romantic getaway or a family outing.
  • Scotchtown: Scotchtown is located 9 miles drive away from Montgomery and is a charming village that caters to families and urban explorers alike. The area features shopping malls and a water park, perfect for a day of fun. Notable attractions include the Orange County Fairgrounds, which hosts various events, and the peaceful Orange County Arboretum, ideal for outdoor family activities. Experience the local vibe while enjoying quality time with loved ones.
  • Monroe: Monroe is located 14 miles drive away from Montgomery and serves as a bustling hub for family activities and business. With various shopping centers and ski options available, it’s a great place to visit year-round. Outdoor enthusiasts can explore Bear Mountain State Park or relax at Arrow Park Lake and Lodge, which is perfect for a romantic day out. Cultural experiences await at the Storm King Art Center, making Monroe a well-rounded destination for all types of travelers.

Tips for short-haul flights to Montgomery

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 space by using mini toiletries, wearing your bulkiest clothing, and coordinating outfits in advance. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights do not provide in-flight entertainment. To keep yourself entertained, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices 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 before departure, taking into account traffic and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Montgomery

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

  • Select your seat in advance—for longer flights, choosing your seat ahead of time is crucial for comfort. Full-service airlines often allow free seat selection once online check-in opens, typically 24–48 hours before your flight. Some airlines may offer the option to select seats even earlier.
  • Arrive at the airport in plenty of time—aim to arrive at least 3 hours before departure for international flights to accommodate check-in, security procedures, and immigration.
  • Relax at the airport—if you have extra time, take a moment to explore the stores, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and widely available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by setting your watch and modifying your sleep schedule to align with your destination's time zone. Aim to sleep or stay awake during the flight according to the local time of your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Montgomery?
Plan your trip for November if you're looking for a good price on your fare. It's the cheapest month to fly to Montgomery. If possible, avoid traveling during peak periods such as public holidays or major events.
Which US cities have the cheapest flights to Montgomery?
Orlando, Atlanta and Chicago usually offer cheap flights to Montgomery. Keep in mind that prices may vary based on factors such as demand, holiday periods and number of stopovers.
Which US cities fly direct to Montgomery?
You can fly to Montgomery without any stops from 75 US destinations. To find a nonstop journey, use the "Direct flights only" filter when browsing for flights to Montgomery on Expedia. Then, explore the options and find the best departure out of any of these cities:
  • Orlando
  • Atlanta
  • Chicago
  • Los Angeles
  • Fort Lauderdale
How to find a cheap flight to Montgomery?
To lock in cheap flights to Montgomery, book in advance or travel during the off-peak months of January and February. Want an insider tip? Jet off on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Set a price alert on the Expedia app and you'll get notified as soon as your fares drop.*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 Montgomery?
You can find awesome deals on last-minute flights to Montgomery, especially if your travel arrangements are flexible. Consider your options for flying from a different airport, changing your trip dates or picking an alternative carrier to get a cheap flight to Montgomery.
How far in advance should I book a flight to Montgomery?
To pick up the biggest savings on domestic journeys, book your flight to Montgomery 28 days ahead of your travel dates. For international flights, it's between two and four months in advance. This gives you a better chance of getting the departure dates and seats you want.**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 Montgomery?
You can save an average of 8% by buying tickets on a Sunday instead of Fridays, which tend to be the most expensive day to book.* When it comes to getting a cheap flight to Montgomery, it's all about having good timing.*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 Montgomery?
Montgomery is accessible from 160 airports globally through 29 carriers, with Liberty Intl. Airport (EWR) as its chief gateway. Pick from these major airlines to Montgomery when planning your journey:
  • United Airlines
  • Porter Airlines
  • Delta Air Lines
  • Air Canada
Where do you fly into Montgomery?
The main airport when you fly to Montgomery is Stewart Intl. Airport (SWF), but there are some great nearby alternatives like Westchester County Airport (HPN) and LaGuardia Airport (LGA). You can also touch down at Liberty Intl. Airport (EWR) and Montgomery, NY (MGJ-Orange County) when flying to Montgomery.
How far is the airport from central Montgomery?
You'll be approximately 8 mi east of central Montgomery after touching down at Stewart Intl. Airport (SWF).
Can I save money by booking a Montgomery trip package?
Book a Montgomery flight and hotel package deal on Expedia, and you can make significant savings. It's easy to bundle your flights and accommodations, and you can also add tours and car rentals to create your own personalized Montgomery break. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Montgomery?
It's often possible to cancel or change your flight to Montgomery. Many airlines allow you to cancel your flight for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may offer you a credit toward future travel instead of a direct refund. To secure cheap flights to Montgomery with flexible change policies, check "No cancel fee" or "Changes included" during your search. Want more information? Go 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 Montgomery

The cheapest day to fly

Get started finding a cheap flight to Montgomery 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

November is the cheapest month to fly to Montgomery. 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 Montgomery. 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 Montgomery, 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 Montgomery

The lowest price for round-trip flights to Montgomery in 2026 starts from from $76, 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 Montgomery. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Montgomery

Allegiant Air, Breeze Airways are just some of the airlines that can typically offer cheap tickets to Montgomery. 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 Montgomery and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Montgomery, 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 Montgomery. 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 Montgomery 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 Montgomery

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 Montgomery.

Stopover savings

The cheapest tickets to Montgomery are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Montgomery. 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 Montgomery 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 Montgomery. Simply download the free Expedia app to your smart device and activate Montgomery 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 Montgomery. 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 Montgomery

Travel information

Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
$76

Trending flights to Montgomery

Prices were available within the past 7 days and start at $43 for one-way flights and $76 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