$48 Cheap Flights to Chebeague Island, ME

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to Chebeague Island?

Prices were available within the past 7 days and start at $48 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Breeze Airways
Breeze Airways
American Airlines

Tips to find the cheapest flights to Chebeague Island

The cheapest day to fly

Get started finding a cheap flight to Chebeague Island 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

May is the cheapest month to fly to Chebeague Island. 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 Chebeague Island. 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 Chebeague Island, 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 Chebeague Island

The lowest price for round-trip flights to Chebeague Island in 2025 starts from from $91, while one-way tickets start from from $48. 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 Chebeague Island. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Chebeague Island

Frontier Airlines, Breeze Airways, Southwest Airlines, JetBlue Airways, American Airlines are just some of the airlines that can typically offer cheap tickets to Chebeague Island. 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 Chebeague Island and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Chebeague Island, 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 Chebeague Island. 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 Chebeague Island 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 Chebeague Island

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 Chebeague Island.

Stopover savings

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

Frequently asked questions

What month is the cheapest to fly to Chebeague Island?
Flights to Chebeague Island are typically the least expensive in September *. You may be able to score a great deal for fares during this time if you keep your eyes peeled. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Chebeague Island?
Washington, New York and Philadelphia usually offer cheap flights to Chebeague Island. Bear in mind that prices vary based on factors such as demand, time of year and number of stopovers.
Which US cities fly direct to Chebeague Island?
There are 12 US cities where you can fly to Chebeague Island directly from. Explore your options by using the “Direct flights only” box on Expedia and find the best departure point for you. Here are a handful of the major cities to leave from:

  • Washington
  • New York
  • Philadelphia
  • Baltimore
  • Newark

How to find a cheap flight to Chebeague Island?
To snag cheap flights to Chebeague Island, book ahead of time and travel during the low season. Want a handy tip? Depart on a Thursday and save around 16% on average compared to those who jet off on a Sunday.* Sign up for price tracking on the Expedia app and we’ll let you know as soon as prices drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation’s (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Chebeague Island?
It’s possible to get awesome deals on last-minute flights to Chebeague Island, especially if your travel plans aren’t set in stone. Think about jetting out of a different hub, changing your trip dates or selecting another airline to get a cheap flight to Chebeague Island.
How far in advance should I book a flight to Chebeague Island?
Secure your flight to Chebeague Island two to four months ahead if you’re visiting from an international destination. For domestic travel, the general guideline is 28 days in advance. Cheaper tickets and a wider variety of travel dates, schedules and seating options are some of the great reasons to book early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation’s (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Chebeague Island?
You’ll save an average of 8% if you purchase plane tickets on a Sunday instead of Fridays, which tend to be the most expensive day to book.* When it comes to snapping up a cheap flight to Chebeague Island, it’s all about having good timing.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation’s (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Chebeague Island?
When you’re ready to reserve your ticket to Chebeague Island, these top carriers look forward to welcoming you on board:

  • American Airlines - 260 flights to Chebeague Island each month, including 260 flights to Portland Intl. Jetport Airport (PWM) per month.
  • United Airlines - 234 flights to Chebeague Island each month, including 234 flights to Portland Intl. Jetport Airport (PWM) per month.
  • Delta Air Lines - 212 flights to Chebeague Island each month, including 212 flights to Portland Intl. Jetport Airport (PWM) per month.

Where do you fly into Chebeague Island?
The main hub when you fly to Chebeague Island is Portland Intl. Jetport Airport (PWM), but there are other nearby choices like Augusta State Airport (AUG) and Brunswick, ME (NHZ-Brunswick Executive). You can also land at Auburn, ME (LEW-Auburn - Lewiston Municipal) and Wiscasset, ME (ISS) when flying to Chebeague Island.
Can I save money by booking a Chebeague Island trip package?
Book a Chebeague Island flight and hotel package deal on Expedia, and you can enjoy significant savings. It’s simple to bundle your flights and accommodations, and you can add tours and car rentals to create your own customized Chebeague Island vacation. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Chebeague Island?
You can usually change or cancel your flight to Chebeague Island within 24 hours of booking. However, be mindful that some flights are non-refundable. In those cases, you may receive credit for a future trip rather than a direct refund. It’s important to check the airline’s rules and restrictions in your itinerary for exact details. You can use Expedia’s “No cancel fee” or “Changes included” filters during your search to secure cheap flights to Chebeague Island with flexible change policies. For more information, browse our Customer Service Portal.
Flights to Chebeague Island information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Roundtrip price
$90

Trending flights to Chebeague Island

Prices were available within the past 7 days and start at $48 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines

Explore a world of travel with Expedia

*Available to One Key members.