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Cheap Flights to Ossipee, NH

Popular airlines to Ossipee

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From $194 - $328 per traveler.

What you need to know for your flight to Ossipee

Flights to Ossipee at a glance

Traveling to Ossipee is easy; you can choose between full-service and budget airlines. Compare flight times and fares to find the best option that fits your budget, schedule, and plans for exploring the city’s renowned attractions and neighborhoods.

  • Major airport near Ossipee: Portland International Jetport Airport (PWM)
  • Flights per week: 1,750+ flights arriving at Ossipee airport
  • Number of airlines that fly to Ossipee: around 10+ carriers

Popular airport near Ossipee

Ossipee is a charming city perfect for vacations that emphasize outdoor activities, breathtaking scenery, and romance. Travelers flock to Ossipee for its adventure opportunities, beautiful landscapes, and nearby beaches, all conveniently accessible via a major airport.

  • Portland International Jetport Airport (PWM): Situated in Cumberland County, Maine, approximately 40 miles from Ossipee, this airport offers a range of domestic and international flights. It connects travelers to over 165 domestic cities and more than 30 international locations. Passengers have the option to enhance their journey by selecting first class or premium economy service for greater comfort, depending on the airline and route. Prominent carriers at this airport include American Airlines, United, and Delta.

Top routes to Ossipee

  • Orlando (MCO) to Ossipee (PWM), with one-way airfare from around $70
  • New York (JFK/LGA) to Ossipee (PWM), with one-way fares starting at around $60
  • Washington (IAD/DCA) to Ossipee (PWM), with one-way fares starting at around $90
  • Chicago (ORD/MDW) to Ossipee (PWM), with one-way flight options from around $90
  • Tampa (TPA) to Ossipee (PWM), with one-way airfare from around $65

Cheapest routes to Ossipee

  • Charleston (CHS/CRW) to Ossipee (PWM), with low-cost one-way tickets from around $50
  • New York (JFK/LGA) to Ossipee (PWM), with cheap one-way fares from around $60
  • Raleigh (RDU) to Ossipee (PWM), with cheap one-way fares from around $60
  • Tampa (TPA) to Ossipee (PWM), with budget one-way fares from around $65
  • Norfolk (ORF) to Ossipee (PWM), with affordable one-way prices from around $65

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

Top airlines with flights to Ossipee

  • American Airlines: Operating flights to Portland International Jetport Airport (PWM), this airline represents about 36% of the arrivals in Ossipee. Average one-way fares hover around $270, with premium service options possibly including first class based on the specific route.
  • United: Also serving Portland International Jetport Airport (PWM), United accounts for roughly 23% of the arrivals in Ossipee. The typical one-way fare is around $310, with premium cabin options that may feature first class depending on the route taken.
  • Delta: Providing service to Portland International Jetport Airport (PWM), Delta comprises approximately 21% of the arrivals in Ossipee. The average one-way fare is about $260, with premium seating that may include options for premium economy class and first class based on the route.
  • Southwest Airlines: Operating flights to Portland International Jetport Airport (PWM), Southwest Airlines contributes around 12% of arrivals to Ossipee. Travelers can expect an average one-way fare of about $270.
  • Breeze: This airline flies to Portland International Jetport Airport (PWM) and makes up roughly 3% of the arrivals in Ossipee. Average one-way fares are quite economical, approximately $120.

Best time to fly to Ossipee

The most popular months for travelers to fly to Ossipee are March, April, and July, when peak temperatures in Ossipee can reach up to 69.4°F in July. If you prefer quieter travel, consider January, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 20.8°F. For better deals, September usually offers the lowest average one-way fare around $215, roughly 10% cheaper than the yearly average. Looking for additional cheaper months to fly? January, August, and May offer average one-way fares of around $227, making them good options for flexible travelers.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January20.8°F (-6.2°C)Light RainMostly SunnyModerately Low$226
February22.5°F (-5.3°C)Light RainMostly CloudyAverage$254
March30.2°F (-1.0°C)Light RainMostly CloudyModerately High$259
April42.3°F (5.7°C)Light RainMostly CloudyModerately High$273
May54.5°F (12.5°C)Light RainMostly SunnyAverage$228
June62.8°F (17.1°C)Light RainMostly SunnyAverage$242
July69.4°F (20.8°C)Light RainMostly SunnyModerately High$236
August68.0°F (20.0°C)Light RainMostly SunnyAverage$227
September60.8°F (16.0°C)Light RainMostly SunnyAverage$215
October49.3°F (9.6°C)Light RainMostly SunnyAverage$232
November37.0°F (2.8°C)Light RainMostly SunnyModerately Low$234
December28.2°F (-2.1°C)Light RainMostly SunnyModerately Low$251

*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 Ossipee

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

*For members. Select hotels.

Arriving in Ossipee

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

  • Public transportation: From Portland International Jetport Airport, several transport options are conveniently located nearby. The Portland Transportation Center, a train station, is about 2.4 miles from the airport by car, while the Portland Seaport, a seaport, is approximately 4.2 miles away by car. Additionally, the Casco Bay Lines Ferry Terminal, a ferry terminal, is situated around 4.9 miles from the airport, all accessible by car.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Ossipee, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Ossipee is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Ossipee 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 Ossipee

  • Center Ossipee: Center Ossipee is located 5 miles away from Ossipee and offers a delightful blend of outdoor adventures and romantic spots. Nature enthusiasts can explore scenic hiking trails and enjoy the breathtaking views at nearby mountains. For a picturesque day, visit Lake Winnipesaukee, perfect for a romantic getaway or a family outing. Don't miss the historic Castle in the Clouds, which provides a glimpse into local culture, or unwind at Constitution Park, designed for family-friendly eco-friendly activities.
  • Wolfeboro: A charming city located 9 miles drive away from Ossipee, Wolfeboro is an ideal destination for those seeking outdoor fun and scenic beauty. Known as the "Oldest Summer Resort in America," it boasts the stunning shores of Lake Winnipesaukee, making it perfect for romantic strolls and beach days. For a unique cultural experience, visit the Wright Museum, which honors military history, or relax at Brewster Beach, a lovely spot for sunbathing and swimming, especially in the summer months.
  • East Wakefield: East Wakefield is located 7 miles drive away from Ossipee and is a quaint village that invites travelers to enjoy its serene landscapes and outdoor activities. The area offers access to ski fields and recreational areas, making it a popular choice for both winter sports enthusiasts and summer adventurers. Explore the beauty of Lake Ivanhoe, which is perfect for romantic picnics, or spend a day at Province Lake Beach, known for its sandy shores and tranquil waters. Treasure Island is also a must-visit for those looking to enjoy outdoor adventures in a scenic setting.

Tips for short-haul flights to Ossipee

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 planning outfits wisely. This approach also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights might not provide in-flight entertainment. Download your favorite TV shows, movies, music, or podcasts ahead of time, and be sure to bring a book to keep yourself entertained. 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 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 Ossipee

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 often provide complimentary seat selection once online check-in opens, typically 24–48 hours before your flight. Some airlines may allow you to select your seat 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 ensure you have enough time for check-in, security, and immigration procedures.
  • Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, visit a coffee shop, or unwind at the gate or in a departure lounge if you have access. Airport Wi-Fi is generally free and easily accessible.
  • Adjust to the new time zone mid-flight—begin to sync 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 destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Ossipee?
The cheapest month to fly to Ossipee is when demand is low. Off-peak months are often when you'll find cheap fares. To save money, avoid flying during school breaks and public holidays.
Which US cities have the cheapest flights to Ossipee?
Baltimore, Washington and Orlando generally have cheap flights to Ossipee. Remember that prices may vary based on factors like time of year, demand and number of stopovers.
Which US cities fly direct to Ossipee?
Choose from 9 US cities with direct flights to Ossipee. When you book on Expedia, select the "Direct flights only" filter to compare nonstop options. Fly to Ossipee from any of these leading cities:
  • Baltimore
  • Washington
  • Orlando
  • Charlotte
  • Philadelphia
How to find a cheap flight to Ossipee?
Making travel plans in the low season and booking in advance are two good ways to secure cheap flights to Ossipee. Or, consider departing on a Thursday, which is on average 16% cheaper than departing on a Sunday.* Want to be the first to know as soon as fares fall? Simply set up price tracking on the Expedia app to get real-time updates.*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 Ossipee?
Being flexible with your plans may help you find last-minute deals on cheap flights to Ossipee. To view all the available options, consider exploring different ticket types, changing your Ossipee trip dates, leaving from an alternative airport or going with another carrier.
How far in advance should I book a flight to Ossipee?
Lock in your flight to Ossipee two to four months ahead if you're coming in from an international destination. For domestic travel, the general guideline is 28 days in advance. Lower fares and a wider variety of travel dates, schedules and seating options are just some of the awesome benefits 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 Ossipee?
You'll 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 snapping up a cheap flight to Ossipee, timing makes a difference.*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 Ossipee?
Ossipee has connections to 13 airports globally through 6 carriers, with Portland Intl. Jetport Airport (PWM) as its primary gateway. Choose from these well-known airlines to Ossipee when planning your journey:
  • American Airlines
  • Delta Air Lines
  • United Airlines
  • JetBlue Airways
Where do you fly into Ossipee?
Ossipee's main gateway is Portland Intl. Jetport Airport (PWM). If you're looking for other nearby options when flying to Ossipee, consider Manchester-Boston Regional Airport (MHT), Laconia, NH (LCI-Laconia Municipal) or Fryeburg, ME (FRY-Eastern Slopes Regional). You can also opt to fly to Ossipee through Sanford, ME (SFM-Sanford Seacoast Regional).
How far is the airport from central Ossipee?
You'll be approximately 40 mi east of the center of Ossipee after touching down at Portland Intl. Jetport Airport (PWM).
Can I save money by booking an Ossipee trip package?
Bundle your flights and accommodations and you could save hundreds of dollars. What's more, you can add extras like activities and car rentals to your Ossipee flight and hotel package deal. With Expedia, it's a breeze to look after all your Ossipee travel arrangements in the same place.
Can I change or cancel my flight to Ossipee?
It's usually possible to cancel or change your flight to Ossipee. Many airlines let you cancel flights for free within 24 hours of making your booking. However, some flights are non-refundable, and airlines may offer you credit for a future flight rather than a direct refund. To secure cheap flights to Ossipee with flexible change policies, check "Changes included" or "No cancel fee" when you search. Want more details? Visit 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 Ossipee

The cheapest day to fly

Get started finding a cheap flight to Ossipee 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

is the cheapest month to fly to Ossipee. 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 Ossipee. 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 Ossipee, 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 Ossipee

The lowest price for round-trip flights to Ossipee in 2026 starts from , while one-way tickets start from . 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 Ossipee. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Ossipee

are just some of the airlines that can typically offer cheap tickets to Ossipee. 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 Ossipee and countless more destinations worldwide.

The most affordable airports to fly into

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

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 Ossipee.

Stopover savings

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

Travel information

Destination airport
Ossipee
Destination airport IATA code
FRY

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