Popular airlines to Cragsmoor

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How much is the cheapest flight to Cragsmoor?

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways

What you need to know for your flight to Cragsmoor

Flights to Cragsmoor at a glance

Traveling to Cragsmoor is straightforward: you can select from a range of full-service or budget airlines, compare travel times, and choose the best option that aligns with your budget, schedule, and plans to explore the city's renowned attractions and neighborhoods.

  • Major airports near Cragsmoor: Westchester County Airport (HPN), Stewart International Airport (SWF)
  • Closest (typical) airport to Cragsmoor: Stewart International Airport, SWF (around 20 miles)
  • Flights per week: 1,050+ flights arriving across Cragsmoor airports
  • Number of airlines that fly to Cragsmoor: around 10+ carriers

Popular airports near Cragsmoor

Cragsmoor is a charming destination perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and opportunities for romance and family activities. This city is conveniently served by two major airports, making it accessible for travelers from near and far.

  • Westchester County Airport (HPN): Situated in Westchester County, New York, approximately 55 miles from Cragsmoor, this airport caters to both domestic and international flights, providing connections to over 110 domestic cities and more than 10 international locations. Travelers can opt for upgraded service in premium economy or first-class seating for enhanced comfort, depending on their chosen airline and route. Notable carriers at this airport include JetBlue Airways, American Airlines, and Delta.
  • Stewart International Airport (SWF): Found in Orange County, New York, roughly 20 miles from Cragsmoor, this airport offers both domestic and international services, linking to around 4 domestic cities and 3 international destinations. Breeze and Fly Play are among the popular airlines operating from this airport, providing various travel options for passengers.

Top routes to Cragsmoor

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

Cheapest routes to Cragsmoor

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

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

Top airlines with flights to Cragsmoor

  • American Airlines: Operating flights to Westchester County Airport (HPN), American Airlines represents about 41% of arrivals in Cragsmoor. Passengers can expect an average one-way fare of around $240, with premium cabin service possibly including first class based on the route.
  • Delta: Serving Westchester County Airport (HPN), Delta accounts for roughly 27% of arrivals to Cragsmoor. The typical one-way fare is around $230, with options for premium service including both premium economy and first class depending on the specific route.
  • JetBlue Airways: This airline operates to Westchester County Airport (HPN), contributing to around 23% of Cragsmoor's arrivals. Average one-way fares hover around $250, with premium cabin choices potentially featuring premium economy service based on the route.
  • Breeze: Flying to both Westchester County Airport (HPN) and Stewart International Airport (SWF), Breeze makes up about 8% of arrivals in Cragsmoor. Travelers can find average one-way fares around $110.
  • Fly Play: This airline services Stewart International Airport (SWF), with an average one-way fare estimated at approximately $420, catering to those seeking air travel to this destination.

Best time to fly to Cragsmoor

The most popular months for travelers to fly to Cragsmoor are January, March, and April, when peak temperatures in Cragsmoor can reach up to 47.1°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 63.1°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
January26.1°F (-3.3°C)Light RainMostly CloudyModerately High$210
February28.0°F (-2.2°C)Light RainMostly CloudyAverage$225
March35.6°F (2.0°C)Light RainMostly CloudyModerately High$224
April47.1°F (8.4°C)Light RainMostly CloudyModerately High$249
May58.5°F (14.7°C)Light RainMostly SunnyAverage$207
June66.4°F (19.1°C)Light RainMostly SunnyAverage$204
July72.3°F (22.4°C)Light RainMostly SunnyAverage$200
August70.0°F (21.1°C)Light RainMostly SunnyAverage$205
September63.1°F (17.3°C)Light RainMostly SunnyModerately Low$188
October52.2°F (11.2°C)Light RainMostly SunnyAverage$193
November40.3°F (4.6°C)Light RainMostly SunnyModerately Low$222
December31.8°F (-0.1°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 Cragsmoor

Getting some of the best deals on flights to Cragsmoor 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 Cragsmoor 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 Cragsmoor flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Cragsmoor

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

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

  • Mamakating Park Historic District: Located 15 miles drive away from Cragsmoor, Mamakating Park Historic District is a charming neighborhood known for its romantic ambiance and scenic outdoor experiences. Visitors can enjoy picturesque views at local landmarks like Lake Louise Marie, ideal for a tranquil beach day. The Orange County Fairgrounds adds a family-friendly vibe with seasonal events, while the Sam's Point Preserve offers opportunities for hiking and exploration. This district is perfect for those looking to immerse themselves in nature and enjoy leisurely strolls in an urban park setting.
  • Scotchtown: Scotchtown is located 18 miles drive away from Cragsmoor and serves as a vibrant village that caters to families and entertainment seekers. Offering a variety of shopping options at its mall and a fun-filled water park, Scotchtown is an excellent destination for a day out with loved ones. Notable attractions nearby include the Orange County Arboretum, perfect for outdoor enjoyment, and the Storm King Art Center, which invites visitors to appreciate local culture and art. This area blends urban conveniences with family-friendly activities.
  • Sundown: Sundown is located 26 miles drive away from Cragsmoor, attracting adventure enthusiasts and outdoor lovers. With its stunning natural landscapes, including the majestic Catskill Mountains, Sundown is ideal for skiing in winter and exploring hiking trails during warmer months. Visitors can also discover the serene beauty of nearby lakes and waterfalls. The Red Hill Observer's Cabin & Museum adds a touch of history for those interested in the region's past. Whether you're skiing or hiking, Sundown promises a memorable outdoor experience.

Tips for short-haul flights to Cragsmoor

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, traveling with just a carry-on is often the more economical choice. Maximize your packing efficiency by using mini toiletries, wearing your bulkiest clothing, and carefully planning your outfits. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself entertained, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book as well. 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 your 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 money while at the airport.

Tips for long-haul flights to Cragsmoor

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

  • Select your seat in advance—for longer flights, choosing your seat is crucial for comfort. Full-service airlines typically allow you to select your seat for free once online check-in opens, which is usually 24–48 hours prior to your flight. Some airlines may provide seat selection even earlier.
  • Arrive at the airport in plenty of time—aim to arrive 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 have some extra time, take the opportunity to browse the shops, visit a coffee shop, or unwind at your gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and readily available.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to align with your destination's time zone. Attempt to sleep or stay awake during the flight according to the local time of your arrival to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Cragsmoor?
Plan your trip for September if you're looking for a deal on your fare. It's the cheapest month to fly to Cragsmoor. If possible, avoid traveling during busy periods such as major public holidays or during big events.
Which US cities have the cheapest flights to Cragsmoor?
Land cheap flights to Cragsmoor from Los Angeles, San Francisco and Boston. These cities generally offer the best fares to this much-loved destination. But keep in mind that stopovers, holiday periods and demand will also have an influence on rates, so stay flexible and book when prices are right.
Which US cities fly direct to Cragsmoor?
You can fly to Cragsmoor directly from 58 US destinations. To find a nonstop trip, check "Direct flights only" when organizing your flights to Cragsmoor on Expedia. Then, compare your choices and pick the best departure out of any of these cities:

  • Los Angeles
  • San Francisco
  • Boston
  • Miami
  • Orlando

How to find a cheap flight to Cragsmoor?
If you're eager to find cheap flights to Cragsmoor, consider traveling outside of peak season. Booking as far in advance as possible may also help you score savings. Or, fly on a different day — flights on a Thursday are on average 16% cheaper than Sunday options.* Sign up to receive price alerts on the Expedia app and get notifications when fares fall.*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 Cragsmoor?
It's possible to get awesome deals on last-minute departures to Cragsmoor, especially if your plans aren't set in stone. Consider your options for flying from a different airport, tweaking your trip dates or selecting an alternative carrier to get a cheap flight to Cragsmoor.
How far in advance should I book a flight to Cragsmoor?
Lock in your flight to Cragsmoor two to four months ahead if you're taking off from an international destination. For domestic travel, the recommendation is around 28 days in advance. Cheaper fares and a wider variety of travel dates, schedules and seating options are just some of the perks of booking early.**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 Cragsmoor?
You can generally find cheap flights to Cragsmoor on a Sunday. You'll save about 8% on average compared to those who book on a Friday, which is often the most expensive day to book.**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 Cragsmoor?
A total of 7 carriers connect 18 airports around the world to Cragsmoor. Here are some of the major airlines to Cragsmoor, where Westchester County Airport (HPN) is the major arrival point:

  • JetBlue Airways
  • Delta Air Lines
  • American Airlines
  • Cape Air

Where do you fly into Cragsmoor?
Cragsmoor's main gateway is Stewart Intl. Airport (SWF). If you're looking for more nearby options when flying to Cragsmoor, consider Westchester County Airport (HPN), Montgomery, NY (MGJ-Orange County) or Monticello, NY (MSV-Sullivan County Intl.). It's also possible to fly to Cragsmoor through Dutchess County Airport (POU).
How far is the airport from central Cragsmoor?
You'll be approximately 20 mi southeast of the center of Cragsmoor after jetting into Stewart Intl. Airport (SWF).
Can I save money by booking a Cragsmoor trip package?
Bundle your hotel and flight and you could save hundreds of dollars. Plus, you can add extras like activities and car rentals to your Cragsmoor flight and hotel package deal. With Expedia, it's easy to book all your Cragsmoor travel plans in the same place.
Can I change or cancel my flight to Cragsmoor?
You can usually change or cancel your flight to Cragsmoor within 24 hours of booking. However, be mindful that some fares are non-refundable. In those cases, you may receive credit for a future flight rather than a direct refund. It's important to check the airline's terms of service in your itinerary for specific details. Use Expedia's "Changes included" or "No cancel fee" filters during your search to find cheap flights to Cragsmoor with flexible change policies. For additional information, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

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Travel information

Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Destination city name
Newburgh
Roundtrip price
$101

Trending flights to Cragsmoor

Prices were available within the past 7 days and start at $51 for one-way flights and $102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways

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