$76 Cheap Flights to Chebeague Island, ME

View $76 flight on Wed, Sep 30, 2026Opens in a new window

Popular airlines to Chebeague Island

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How much is the cheapest flight to Chebeague Island?

Prices were available within the past 7 days and start at $76 for one-way flights and $152 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Sat, Aug 29 - Wed, Sep 2
MCO
Orlando
PWM
Portland
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 29 from Orlando to Portland, returning Wed, Sep 2, priced at $157 found 4 days ago
American Airlines
Thu, Aug 20 - Tue, Aug 25
LGA
New York
PWM
Portland
$157 Roundtrip, just found
$157
Roundtrip
just found
Select American Airlines flight, departing Thu, Aug 20 from New York to Portland, returning Tue, Aug 25, priced at $157 just found
United
Sun, Aug 9 - Fri, Aug 14
EWR
New York
PWM
Portland
$173 Roundtrip, found 1 hour ago
$173
Roundtrip
found 1 hour ago
Select United flight, departing Sun, Aug 9 from New York to Portland, returning Fri, Aug 14, priced at $173 found 1 hour ago
JetBlue Airways
Fri, May 15 - Sun, May 17
JFK
New York
PWM
Portland
$175 Roundtrip, just found
$175
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, May 15 from New York to Portland, returning Sun, May 17, priced at $175 just found
Delta
Tue, Jun 2 - Fri, Jun 5
JFK
New York
PWM
Portland
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Jun 2 from New York to Portland, returning Fri, Jun 5, priced at $177 found 1 hour ago

Alternative airports near Chebeague Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. Jetport PWM. Cheapest option available. Flights from $394
PWM
Portland Intl. Jetport
Cheapest
Flights from $394

Frequently asked questions

What month is the cheapest to fly to Chebeague Island?
August is the cheapest month to fly to Chebeague Island. Demand is lower then, so fares are generally more affordable. Planning your trip outside of public and school holidays can also help you save.
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.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Destination city name
Portland
Roundtrip price
$151

Trending flights to Chebeague Island

Prices were available within the past 7 days and start at $76 for one-way flights and $152 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, Jun 10 - Wed, Jun 10
JFK
New York
PWM
Portland
$152 Roundtrip, found 1 hour ago
$152
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Jun 10 from New York to Portland, returning Wed, Jun 10, priced at $152 found 1 hour ago

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