A rocky shoreline with a boat, a house, and a forest in the background.

Cheap Flights to Bailey Island , ME from CA $245

View CA $245 flight on Mon, Nov 2, 2026Opens in a new window

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Popular airlines to Bailey Island

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How much is the cheapest flight to Bailey Island?

Prices were available within the past 7 days and start at CA $245 for one-way flights and CA $428 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
United
American Airlines
WestJet
Air Canada

Frequently asked questions

What is the name of Bailey Island's airport?
Portland Intl. Jetport Airport (PWM) is the main airport that serves Bailey Island.
How far is PWM from central Bailey Island?
Portland Intl. Jetport is 27 kilometres from downtown Bailey Island, so be prepared for a bit of a journey into the city centre.
What airport is best to fly into Bailey Island?
People from all around the globe go through Portland Intl. Jetport Airport (PWM) each day. Step off the plane, collect your bags and you'll find yourself 27 kilometres from the downtown Bailey Island streets.
How many airlines fly to Bailey Island?
There are 8 air carriers that fly into Bailey Island from 17 worldwide airports.
Which airlines fly to Bailey Island?
The majority of flights into Bailey Island are offered by American Airlines. The most popular route departs from Washington, and American Airlines flies this route the most often.
How many nonstop flights are there to Bailey Island?
Organizing an awesome Bailey Island escape is a piece of cake when there are 179 direct flights every week to select from.
Where are the most popular flights to Bailey Island departing from?
Travellers frequently jet off from Washington, New York and Baltimore airports when going to Bailey Island.
How long is the flight to Bailey Island Airport?
If you're going to Bailey Island from Washington, you'll have a flight duration of 1 hour and 43 minutes. Those leaving from New York can expect to be airborne for 1 hour and 26 minutes. From Baltimore it's approximately 1 hour and 28 minutes away.
How to book the cheapest flight to Bailey Island?
We've all come across those travellers who somehow manage to get super cheap plane tickets every time they fly. Want to know how to do it for your Bailey Island vacation? Don't wait until the last minute to secure your flight. Also, do some online research and compare your options. If your destination has several airports, you may be able to score an excellent deal by flying into one a little farther out. Last of all, another easy way to save some cash is be ready to book at a moment's notice. If you come across an irresistible bargain, don't hesitate — grab it while you can.
Do you have any tips for my flight to Bailey Island?
If you're poorly prepared, air travel can be tough. But there's no need to worry. Follow these helpful hints and enjoy a worry-free start to your getaway in Bailey Island. What to pack in your hand luggage:
  • It's simple — first, put in your passport, important documents, wallet and daily medications. Next, you'll want some extra in-flight entertainment to while away the time. A thrilling novel and a phone crammed with your favourite shows are some fantastic options. If you plan to catch more than just forty winks, a neck pillow and a pair of noise-cancelling headphones will also come in handy. Finally, make room for a toothbrush and some facial wipes to ensure you arrive at your destination feeling fresh and raring to go.
Do not pack the following items in your hand luggage:
  • Check carefully that you don't have a sharp object hiding in one of the zippers of your carry-on luggage. Other restricted items include flammable or explosive products, such as aerosol cans and fuel, and liquids and gels in containers larger than 3.4 ounces (100 millilitres).
What to wear on a flight:
  • Your main priority is to be as comfortable as you can. Opt for slip-on footwear, dress in loose, natural-fibre clothing and don't forget to bring a jacket in case you get chilly in the cabin.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by lengthy periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin or do some gentle exercises in your seat to promote better circulation.
How to get through airport security fast when flying to Bailey Island?
As seasoned travellers know, the secret is to be well organized before you get to the security gate. That way, you'll be boarding that plane to Bailey Island in next to no time. Follow these helpful tips and get your vacation off to a flying start:
  • Keep your passport and travel documents handy. They're the first things you'll be asked to show at security.
  • Your belt, jacket, keys and other contents of your pockets, like coins, will be required to go through the X-ray machine. Make the whole process faster by removing them as your turn draws near.
  • All electronic gadgets, including your phone and tablet, must also be scanned separately.
  • Remove all liquids and gels from your hand luggage. They often need to be sent through the X-ray machine separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you valuable minutes. Boots and bulky shoes are often required to be removed and separately scanned. Slip-on shoes are usually not.
  • Airlines will not allow any sharp objects in your carry-on luggage. If you need to bring these kinds of items, check them in.

Book with confidence

Find Your Flights to Bailey Island PWM

Cheap flights to Bailey Island (PWM)

Get started finding a cheap flight to Bailey Island on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport, and whether you want a 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.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Bailey Island.

Roundtrip prices range from CA $428 - CA $718, and one-ways Bailey Island start as low as CA $245.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

Airlines that fly to Bailey Island (PWM)

You have several options for which airline you choose to travel with to Bailey Island. There are 10 airlines flying into PWM: Delta, American Airlines, United, Air Canada, WestJet. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check a bag or bring a carry-on, check whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked/carry-on baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Bailey Island (PWM) varies throughout the year based on seasonal demand. You’ll see the lowest rates for roundtrips to PWM in January and in November for one-ways.

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

Find Your Flights to Bailey Island PWM

Travel information

Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Roundtrip price
CA $428

Trending flights to Bailey Island

Prices were available within the past 7 days and start at CA $245 for one-way flights and CA $428 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
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