$110 Cheap Flights to Winter Harbor, ME

Flights to Winter Harbor at a glance

Traveling to Winter Harbor is a breeze—simply choose between full-service and budget airlines. Compare travel times and select the option that fits your budget and schedule while planning to explore the city's renowned sights and neighborhoods. Look for cheap flights to Winter Harbor to make your trip even more affordable.

• Major airports near Winter Harbor: Bangor International Airport (BGR), Hancock County - Bar Harbor Airport (BHB), Knox County Regional Airport (RKD)
• Closest airport to Winter Harbor: Hancock County - Bar Harbor Airport, BHB (around 14 miles)
• Flights per week: 1,000+ flights arriving across Winter Harbor airports
• Number of airlines that fly to Winter Harbor: around 5+ carriers

Popular airports near Winter Harbor

Winter Harbor is a charming city renowned for its stunning scenery and opportunities for outdoor adventures, making it an ideal destination for families and eco-conscious travelers alike. Conveniently, three major local airports serve the area, allowing visitors to easily plan their trips and explore all that Winter Harbor has to offer.

• Bangor International Airport (BGR): Situated in Penobscot County, Maine, approximately 46 miles from Winter Harbor, this airport offers both domestic and international flights, with connections to over 110 domestic cities and 9 international locales. Travelers can opt for first class or premium economy seating for enhanced comfort, depending on their chosen airline and route. Major carriers include American Airlines, Delta, and United.
• Hancock County - Bar Harbor Airport (BHB): Found in Hancock County, Maine, around 14 miles from Winter Harbor, this airport facilitates domestic travel to roughly 3 cities nationwide. Notable airlines operating here consist of Hahn Air, JetBlue Airways, and American Airlines.
• Knox County Regional Airport (RKD): Located in Knox County, Maine, about 55 miles from Winter Harbor, this airport provides domestic services. Key airlines serving this location include Hahn Air and JetBlue Airways, catering to travelers seeking regional flights.

Top routes to Winter Harbor

• Orlando (MCO) to Winter Harbor (BGR), with one-way fares starting at around $55
• New York (JFK/LGA) to Winter Harbor (BGR/BHB), with one-way flight options from around $130
• Chicago (ORD) to Winter Harbor (BGR), with one-way flight options from around $110
• Washington (IAD/DCA) to Winter Harbor (BGR/BHB), with one-way tickets available from around $170
• Tampa (TPA) to Winter Harbor (BGR), with one-way flight options from around $50

Cheapest routes to Winter Harbor

• Tampa (TPA) to Winter Harbor (BGR), with low-cost one-way tickets from around $50
• Fort Myers (RSW) to Winter Harbor (BGR), with low-cost one-way tickets from around $50
• Orlando (MCO) to Winter Harbor (BGR), with low one-way fares from around $55
• Boston (BOS) to Winter Harbor (RKD/BHB), with affordable one-way prices from around $90
• Newark (EWR) to Winter Harbor (BGR), with cheap one-way fares from around $95

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

Top airlines with flights to Winter Harbor

• American Airlines: Offering flights to Bangor International Airport (BGR) and Hancock County - Bar Harbor Airport (BHB), this airline represents about 60% of Winter Harbor's arrivals. Average one-way fares hover around $300, with first class available on select routes.
• Delta: Serving Bangor International Airport (BGR) and Hancock County - Bar Harbor Airport (BHB), Delta accounts for roughly 21% of arrivals in Winter Harbor. The typical one-way fare is about $320, with options for premium economy and first class depending on the route.
• United: Operating flights to Bangor International Airport (BGR), United makes up around 16% of arrivals to Winter Harbor. Passengers can expect an average one-way fare of about $300, with first class service available on certain routes.
• Breeze: This airline operates to Bangor International Airport (BGR) and represents approximately 2% of Winter Harbor's arrivals. Travelers can find average one-way fares around $90, making it an economical choice for those flying to the area.
• Hahn Air: Hahn Air flies to Knox County Regional Airport (RKD) and Hancock County - Bar Harbor Airport (BHB), contributing to about 1% of arrivals in Winter Harbor. The average one-way fare is approximately $180, providing another option for travelers.

Best time to fly to Winter Harbor

The most popular months for travelers to fly to Winter Harbor are July, August, and September, when peak temperatures in Winter Harbor can reach up to 66.4°F in July. If you prefer quieter travel, consider November, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 39.7°F. For better deals, September usually offers the lowest average one-way fare around $218, roughly 19% cheaper than the yearly average. Looking for additional cheaper months to fly? August offers an average one-way fare of around $248, making it a good option for flexible travelers.

*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 Winter Harbor

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

*For members. Select hotels.

Arriving in Winter Harbor

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

• Public transportation: From Bangor International Airport, Bangor Transportation Center, a bus station, is located about 0.7 miles away by car, while Bangor Seaport, a seaport, is situated approximately 2.9 miles from the airport, easily accessible by car.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Winter Harbor, with private rides that can be arranged in advance.
• Car rental: Renting a car in Winter Harbor is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Winter Harbor 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 Winter Harbor

• Bar Harbor: Bar Harbor is located 36 miles drive away from Winter Harbor and is famous for its stunning outdoor adventures and breathtaking scenery. This vibrant city offers a wealth of activities, including hiking trails and water sports. Visitors can explore local landmarks such as Cadillac Mountain, perfect for those seeking adventure or incredible views. The Village Green provides a lovely urban park experience for families, while the historic charm of the West Street Historic District invites exploration of the city’s rich history and culture.
• Birch Harbor: Birch Harbor is located 3 miles drive away from Winter Harbor and is an idyllic destination for those who appreciate beautiful scenery and outdoor activities. This charming city is home to hiking trails and recreational areas that showcase the natural beauty of the region. Don't miss the Schoodic Peninsula, a stunning cape perfect for a beach getaway. The Village Green offers a delightful urban park atmosphere, making it ideal for family outings and leisurely strolls in nature.
• Corea: Corea is located 6 miles drive away from Winter Harbor and is an excellent spot for travelers seeking outdoor adventures and picturesque landscapes. With its hiking trails and recreational areas, Corea invites visitors to immerse themselves in nature. Key highlights include the scenic Schoodic Peninsula and the Village Green, which is perfect for families looking to enjoy some time outdoors. For a cultural experience, the Chapter Two Art Gallery showcases local art and creativity, adding to the charm of this quaint town.

Tips for short-haul flights to Winter Harbor

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 heaviest clothing, and thoughtfully planning your outfits. This also helps you avoid the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book for added enjoyment. Be sure 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 Winter Harbor

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 typically allow free seat selection once online check-in opens, usually 24–48 hours prior to your flight. Some airlines provide the option to select seats even earlier.
• Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours before departure for international flights to allow adequate time for check-in, security screening, and immigration procedures.
• Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, enjoy 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 syncing your body clock by changing 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 to help minimize jet lag.

Tips to find the cheapest flights to Winter Harbor

The cheapest day to fly

Get started finding a cheap flight to Winter Harbor 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 Winter Harbor. 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 Winter Harbor. 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 Winter Harbor, 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 Winter Harbor

The lowest price for round-trip flights to Winter Harbor in 2026 starts from $214, while one-way tickets start from from $110. 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 Winter Harbor. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Winter Harbor

Cape Air, United, American Airlines, JetBlue Airways, Delta are just some of the airlines that can typically offer cheap tickets to Winter Harbor. 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 Winter Harbor and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Winter Harbor, 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 Winter Harbor. 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 Winter Harbor 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 Winter Harbor

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 Winter Harbor.

Stopover savings

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