Cheap Flights to Bailey Island , ME from CA $81

View CA $81 flight on Thu, Aug. 14, 2025Opens in a new window

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 $81 for one-way flights and CA $161 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Aug. 12 - Thu, Aug. 14
JFK
New York
PWM
Portland
CA $161 Roundtrip, found 2 days ago
CA $161
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug. 12 from New York to Portland, returning Thu, Aug. 14, priced at CA $161 found 2 days ago
Delta
Tue, Aug. 12 - Fri, Aug. 15
JFK
New York
PWM
Portland
CA $161 Roundtrip, found 2 days ago
CA $161
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug. 12 from New York to Portland, returning Fri, Aug. 15, priced at CA $161 found 2 days ago
American Airlines
Sat, Sep. 6 - Mon, Sep. 8
JFK
New York
PWM
Portland
CA $217 Roundtrip, found 2 days ago
CA $217
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep. 6 from New York to Portland, returning Mon, Sep. 8, priced at CA $217 found 2 days ago
United
Thu, Dec. 25 - Wed, Jan. 7
YVR
Vancouver
PWM
Portland
CA $362 Roundtrip, found 5 days ago
CA $362
Roundtrip
found 5 days ago
Select United flight, departing Thu, Dec. 25 from Vancouver to Portland, returning Wed, Jan. 7, priced at CA $362 found 5 days ago
Air Canada
Sun, Sep. 7 - Thu, Sep. 11
YVR
Vancouver
PWM
Portland
CA $487 Roundtrip, found 5 hours ago
CA $487
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Sun, Sep. 7 from Vancouver to Portland, returning Thu, Sep. 11, priced at CA $487 found 5 hours ago

Find the cheapest month to fly from Columbus (CMH) to Portland (PWM)

May is typically the cheapest month to fly

From CA $180 - CA $506 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Bailey Island. 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 Bailey Island. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Bailey Island.

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 Bailey Island 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 Bailey Island.

Looking to save even more? Get additional savings by bundling your Bailey Island 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 Bailey Island trip!

Frequently asked questions

What is the name of Bailey Island's airport?
Bailey Island has one main airport, Portland Intl. Jetport Airport (PWM).
How far is Portland Intl. Jetport from central Bailey Island?
Lengthy commutes aren't a big deal if you work out your strategy ahead of time. Downtown Bailey Island is 27 kilometres from PWM, so it's wise to know how you'll get into the city before you arrive.
What airport is best to fly into Bailey Island?
PWM is the only major airport in Bailey Island. Before your flight, it's a smart idea to find out a thing or two about it. The terminal sits 27 kilometres from the downtown area.
How many airlines fly to Bailey Island?
There are 8 airlines that jet into Bailey Island from 17 airports across the globe.
Which airlines fly to Bailey Island?
Flights to Bailey Island are typically operated by American Airlines. The majority of these flights take off from Washington, with American Airlines servicing this route the most often.
How many nonstop flights are there to Bailey Island?
Arranging an awesome Bailey Island vacation is simple when there are 179 direct flights every week to choose from.
Where are the most popular flights to Bailey Island departing from?
Travellers frequently depart from Washington, New York and Baltimore airports when flying to Bailey Island.
How long is the flight to Bailey Island Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to see. From Washington to Bailey Island, the average flight time is 1 hour and 43 minutes. From New York it usually takes 1 hour and 26 minutes, and from Baltimore it's 1 hour and 28 minutes.
How to book the cheapest flight to Bailey Island?
We all know those fortunate travellers who somehow manage to grab super cheap plane tickets whenever they fly. Want to know how to do it for your Bailey Island vacation? Don't leave it until the last minute to secure your flight. Another fantastic way to score the most affordable fare is to research all options. If your destination has several airports, be sure to research the cost of flying into a smaller terminal. Finally, be ready to book quickly if you find an irresistible price. It might not be available for too long! With a bit of knowledge and a little luck, the perfect fare can be yours.
Do you have any tips for my flight to Bailey Island?
We've pulled together all the info you need to make your flight a pleasant experience. Follow our insider tips and you'll be cruising through the airport and enjoying Bailey Island in no time flat. What to pack in your hand luggage:

  • It's easy — first, pack your passport, official ID, bank cards and medications. Next, you'll want some in-flight entertainment to while away the time. A thrilling book and a tablet filled with your favourite movies are some fantastic options. If you hope to catch a few z's, a comfy neck pillow and some noise-cancelling headphones will also be useful. Finally, make room for a few toiletry items to ensure you touchdown looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of shampoo and hair gel in your checked luggage. Any gels or liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) won't be allowed on. Sharp or pointed objects, like your beloved Swiss Army knife, and dangerous products which are explosive or flammable, such as flares, chemicals agents and matches, are also prohibited.

What to wear on a flight:

  • Your top priority is to feel as comfortable as possible. Go for slip-on footwear, dress in loose, natural-fibre clothing and remember to take a pullover in case it gets cold in the cabin.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by prolonged periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin and stretch your legs or do some simple 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 prepared before you reach the airport security gate. That way, you'll be stepping onto that plane to Bailey Island in next to no time. Follow these tips and get your vacation off to a terrific start:

  • Security personnel first need to check that you have a valid passport and travel documents before anything else. Keep them close by.
  • After that, both you and your carry-on luggage will be X-rayed. To make the process quick and painless, take off anything that might trigger the alarms. Personal belongings such as your coat, belt and headphones need to go through the machine.
  • For just a few minutes, you'll need to unplug from technology. Your phone, laptop and any other electronic gadgets also need to be sent through the scanner.
  • Remove liquids and gels from your carry-on luggage. They often need to be sent through the X-ray scanner separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-lock bag.
  • There's a chance you'll be required to remove your shoes for scanning, so wearing lightweight sneakers is always a clever idea.
  • Sharp items are prohibited in the cabin. They'll be seized at security, so pack them safely away in your checked suitcase.

Flights to Bailey Island information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Roundtrip price
CA $160

Trending flights to Bailey Island

Prices were available within the past 7 days and start at CA $81 for one-way flights and CA $161 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, Dec. 25 - Wed, Jan. 7
YVR
Vancouver
PWM
Portland
CA $362 Roundtrip, found 5 days ago
CA $362
Roundtrip
found 5 days ago
Select United flight, departing Thu, Dec. 25 from Vancouver to Portland, returning Wed, Jan. 7, priced at CA $362 found 5 days ago
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