Cheap Flights to Bailey Island: Bailey Island Flight Deals

View €85 flight on Fri, 31 Oct 2025Opens in a new window

Popular airlines to Bailey Island

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Cheap round-trip flights to Bailey Island

Prices were available within the past 7 days and start at €85 for one-way flights and €185 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 31 Oct - Sat, 8 Nov
JAX
Jacksonville
PWM
Portland
€185 Return, found 17 hours ago
€185
Return
found 17 hours ago
Select American Airlines flight, departing Fri, 31 Oct from Jacksonville to Portland, returning Sat, 8 Nov, priced at €185 found 17 hours ago
Delta
Fri, 31 Oct - Sat, 8 Nov
RIC
Richmond
PWM
Portland
€192 Return, found 1 day ago
€192
Return
found 1 day ago
Select Delta flight, departing Fri, 31 Oct from Richmond to Portland, returning Sat, 8 Nov, priced at €192 found 1 day ago
United
Fri, 31 Oct - Sat, 8 Nov
JAX
Jacksonville
PWM
Portland
€235 Return, found 17 hours ago
€235
Return
found 17 hours ago
Select United flight, departing Fri, 31 Oct from Jacksonville to Portland, returning Sat, 8 Nov, priced at €235 found 17 hours ago
LOT-Polish Airlines
Sat, 4 Oct - Wed, 8 Oct
VNO
Vilnius
PWM
Portland
€830 Return, found 1 day ago
€830
Return
found 1 day ago
Select LOT-Polish Airlines flight, departing Sat, 4 Oct from Vilnius to Portland, returning Wed, 8 Oct, priced at €830 found 1 day ago
Turkish Airlines
Sat, 4 Oct - Wed, 8 Oct
VNO
Vilnius
PWM
Portland
€1,228 Return, found 1 day ago
€1,228
Return
found 1 day ago
Select Turkish Airlines flight, departing Sat, 4 Oct from Vilnius to Portland, returning Wed, 8 Oct, priced at €1,228 found 1 day ago

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

May is typically the cheapest month to fly

From €112 - €321 per traveller.

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Bailey Island. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Bailey Island. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Bailey Island, or are just on the lookout for the best flights to Bailey Island, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Bailey Island to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

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?
Organising 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 holiday? 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 further 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 organised 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 holiday 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.

Flights to Bailey Island information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Return price
€184
*Available to Expedia members.