A coastal town with a lighthouse, rocky shoreline, dense forest, and a clear blue sky.

Cheap Flights to Winter Harbor , ME from CA $255

View CA $255 flight on Mon, Oct 5, 2026Opens in a new window

Popular airlines to Winter Harbor

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How much is the cheapest flight to Winter Harbor?

Prices were available within the past 7 days and start at CA $255 for one-way flights and CA $311 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cape Air
Thu, Nov 5 - Wed, Nov 11
BOS
Boston
BHB
Bar Harbor
CA $311 Roundtrip, found 6 days ago
CA $311
Roundtrip
found 6 days ago
Select Cape Air flight, departing Thu, Nov 5 from Boston to Bar Harbor, returning Wed, Nov 11, priced at CA $311 found 6 days ago
Cape Air
Thu, Nov 5 - Wed, Nov 11
BOS
Boston
BHB
Bar Harbor
CA $340 Roundtrip, found 6 days ago
CA $340
Roundtrip
found 6 days ago
Select Cape Air flight, departing Thu, Nov 5 from Boston to Bar Harbor, returning Wed, Nov 11, priced at CA $340 found 6 days ago
JetBlue Airways
Tue, Jul 7 - Fri, Jul 10
BOS
Boston
BHB
Bar Harbor
CA $430 Roundtrip, found 4 days ago
CA $430
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Jul 7 from Boston to Bar Harbor, returning Fri, Jul 10, priced at CA $430 found 4 days ago
JetBlue Airways
Mon, Jul 6 - Fri, Jul 10
BOS
Boston
BHB
Bar Harbor
CA $458 Roundtrip, found 4 days ago
CA $458
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Jul 6 from Boston to Bar Harbor, returning Fri, Jul 10, priced at CA $458 found 4 days ago
Delta
Tue, Sep 1 - Tue, Sep 15
YYZ
Toronto
BHB
Bar Harbor
CA $852 Roundtrip, found 1 day ago
CA $852
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 1 from Toronto to Bar Harbor, returning Tue, Sep 15, priced at CA $852 found 1 day ago

Frequently asked questions

What is the name of Winter Harbour's airport?
Book a flight to Winter Harbour with Expedia and you'll be arriving at Hancock County - Bar Harbour Airport (BHB).
How far is BHB from central Winter Harbour?
Hancock County–Bar Harbour Airport is 23 kilometres from downtown Winter Harbour, so you'll have a reasonable commute into the centre.
What airport is best to fly into Winter Harbour?
Travellers from all corners of the globe go through Hancock County - Bar Harbour Airport (BHB) every day. Step off the plane, grab your bags and you'll be 23 kilometres from the heart of Winter Harbour.
How many airlines fly to Winter Harbour?
If you're flying to Winter Harbour, there isn't a lot of choice. Just a single airline services the route — get in as soon as you can to pick up the best deal.
Which airlines fly to Winter Harbour?
Cape Air operates most of the flights to Winter Harbour. Grabbing a Cape Air flight from Boston is the most popular way of getting there.
How many nonstop flights are there to Winter Harbour?
With 21 nonstop flights operating each week, you'll be hitting the runway in Winter Harbour before you can say, "Are we there yet?"
Where are the most popular flights to Winter Harbour departing from?
Flights departing from Boston to Winter Harbour generally book up the fastest.
How long is the flight to Winter Harbour Airport?
Buckle up and get comfortable. On average, flights from Boston to Winter Harbour take approximately 1 hour and 20 minutes.
How to book the cheapest flight to Winter Harbour?
If you'd like to save some cash on your trip to Winter Harbour, then listen up! As every experienced jet-setter will tell you, avoid booking at the last minute. Fares are generally more expensive just prior to the departure date. Don't stop there, though. Do some research and find out if there is more than one airport at your destination. Prices often differ depending on the airport you go for. Don't forget to compare prices across air carriers too. Last of all, another simple way to save some cash is be ready to book at a moment's notice. If you find an amazing deal, don't hold off — grab it while the opportunity's there.
Do you have any tips for my flight to Winter Harbour?
Depending on where you're coming from, your trip to Winter Harbour could be simple and straightforward or it could drag on forever. Here are some useful hints that will help you start your unforgettable escape on a positive note. What to pack in your hand luggage:

  • Travelling on a plane can be easy if you pack the right gear. Firstly, you'll need basic toiletries, such as lip balm and hand cream, a spare pair of socks and something to read. Next, find a spot in your carry-on bag for your phone, tablet and chargers, any vital medications and maybe a neck pillow as well. Lastly, and most importantly, remember to bring your passport, travel documents and your credit cards.

Do not pack the following items in your hand luggage:

  • Squeeze all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp or pointed objects, like your beloved Swiss Army knife, and dangerous goods which are flammable or explosive, such as aerosol cans, flares and gasoline, are also prohibited.

What to wear on a flight:

  • Your top priority is to feel as comfortable as you can. Choose shoes that are easy to slip on and off, dress in loose, natural fibers and don't forget to take a jacket in case it gets cold in the cabin.
  • Deep vein thrombosis (DVT) is a risk on long-haul flights. It results from blood clotting due to inactivity and poor circulation, so do some gentle foot and leg exercises in your seat and consider wearing compression socks or tights.

How to get through airport security fast when flying to Winter Harbour?
Being organized before your flight will help make your getaway to Winter Harbour easy and painless. Read through our handy hints for a swift journey past security:

  • Be sure to have your passport and travel documents within close reach. They're the first items you'll be asked to present to airport security.
  • The X-ray machine comes next. Remove anything on you that is likely to beep. This includes things like earphones or headphones, as well as bulky coats or jackets. They'll need to be placed on the conveyor belt for screening.
  • Your electronic devices like laptops and phones will also have to go on a tray to be scanned. Don't worry though, you'll be back online soon enough.
  • Want to bring along your favourite cologne or perfume? Not a problem. As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-close bag, you can bring it with you in your carry-on luggage.
  • The right choice of footwear can save you valuable minutes. Boots and bulky shoes are often required to be removed and X-rayed separately. Lightweight sneakers are usually not.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked baggage. They won't be allowed on board.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Winter Harbor. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Winter Harbor. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winter Harbor.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Winter Harbor flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Winter Harbor.

Looking to save even more? Get additional savings by bundling your Winter Harbor flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Winter Harbor trip!

Travel information

Destination airport
Hancock County - Bar Harbor
Destination airport IATA code
BHB
Destination city name
Bar Harbor
Roundtrip price
CA $310

Trending flights to Winter Harbor

Prices were available within the past 7 days and start at CA $255 for one-way flights and CA $311 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Sep 1 - Tue, Sep 15
YYZ
Toronto
BHB
Bar Harbor
CA $852 Roundtrip, found 1 day ago
CA $852
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 1 from Toronto to Bar Harbor, returning Tue, Sep 15, priced at CA $852 found 1 day ago

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