Cheap Flights To Chebeague Island 2026

Chebeague Island Flights as Low as $259

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$259
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $259 found 19 hours ago
United
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$268
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $268 found 19 hours ago
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$269
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $269 found 19 hours ago
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$277
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $277 found 19 hours ago
Delta
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$279
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $279 found 19 hours ago
American Airlines
American Airlines
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$283
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $283 found 19 hours ago
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$286
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $286 found 19 hours ago
United
Wed, Oct 14 - Wed, Oct 21
IAD
Washington Dulles Intl.
PWM
Portland Intl. Jetport
$286
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $286 found 19 hours ago
Southwest Airlines
JetBlue Airways
United
Mon, Sep 14 - Sat, Sep 19
SCE
University Park
PWM
Portland Intl. Jetport
$369
Roundtrip
found 16 hours ago
Select United flight, departing Mon, Sep 14 from University Park to Portland Intl. Jetport, returning Sat, Sep 19, priced at $369 found 16 hours ago
Delta
Thu, Nov 26 - Wed, Dec 2
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$389
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 26 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Wed, Dec 2, priced at $389 found 4 days ago
American Airlines

Flight Travel Guide to Chebeague Island

Do you have a travel itch? Maybe it's time to book a flight to Chebeague Island. And with the AARP Travel Center Powered by Expedia®, you are taken care of. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed. AARP members get exclusive rates on hotels and car rentals, and pay no booking fees on flights.

Once you've entered your departure point and destination, we will show you a full list of deals for your route. Don't forget to look at flights to alternative airports nearby, which can help you score a lower rate.

Chebeague Island Airport Transportation

Once you've reserved plane tickets to Chebeague Island with AARP Travel, you may want to book a vehicle so you can get around on your own. You can schedule Chebeague Island car rentals under our cars tab and jump in the car right when you step outside. For more information, check out the Chebeague Island Car Rentals Guide.

Things to Do in Chebeague Island

If you aren't sure where to start, we can help you with that as well. Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Chebeague Island, make sure you check out our "Things to Do in Chebeague Island" page for excursions and activities for the whole family.

Where to Stay in Chebeague Island

Chebeague Island has accommodation to choose from, so you'll have little difficulty finding a place to stay close to all the things you want to see. If you need to stay close to the airport, or another attraction in Chebeague Island, check out our hotel listings page. Remember that you will get the best for your getaway when you book with AARP.

Planning Your Visit to Chebeague Island

Once you've planned your travel dates, allow us here at AARP Travel to connect you with inexpensive tickets to Chebeague Island. Do not wait a second longer—book your airfare today and land in Chebeague Island tomorrow.