Portland Head Lighthouse at Cape Elizabeth, Maine, USA.

Cheap flights to Cumberland County

View €99 flight on Fri, 26 Jun 2026Opens in a new window

Popular airlines to Cumberland County

  • American Airlines

  • Delta

  • United

  • JetBlue Airways

  • Southwest Airlines

  • Breeze Airways

  • Alaska Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 15% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap round-trip flights to Cumberland County

Prices were available within the past 7 days and start at €99 for one-way flights and €195 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Fri, 26 Jun - Thu, 2 Jul
BOS
Boston
PWM
Portland
€195 Return, found 5 days ago
€195
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 26 Jun from Boston to Portland, returning Thu, 2 Jul, priced at €195 found 5 days ago
JetBlue Airways
Mon, 29 Jun - Sun, 5 Jul
BOS
Boston
PWM
Portland
€204 Return, found 1 day ago
€204
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 29 Jun from Boston to Portland, returning Sun, 5 Jul, priced at €204 found 1 day ago
JetBlue Airways
Fri, 26 Jun - Thu, 2 Jul
BOS
Boston
PWM
Portland
€224 Return, found 5 days ago
€224
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 26 Jun from Boston to Portland, returning Thu, 2 Jul, priced at €224 found 5 days ago
Delta
Wed, 24 Jun - Tue, 30 Jun
HSV
Huntsville
PWM
Portland
€275 Return, found 6 days ago
€275
Return
found 6 days ago
Select Delta flight, departing Wed, 24 Jun from Huntsville to Portland, returning Tue, 30 Jun, priced at €275 found 6 days ago
JetBlue Airways
Fri, 26 Jun - Thu, 2 Jul
BOS
Boston
PWM
Portland
€294 Return, found 5 days ago
€294
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 26 Jun from Boston to Portland, returning Thu, 2 Jul, priced at €294 found 5 days ago
Delta
Mon, 22 Jun - Mon, 29 Jun
HSV
Huntsville
PWM
Portland
€305 Return, found 1 day ago
€305
Return
found 1 day ago
Select Delta flight, departing Mon, 22 Jun from Huntsville to Portland, returning Mon, 29 Jun, priced at €305 found 1 day ago
JetBlue Airways
Fri, 26 Jun - Thu, 2 Jul
BOS
Boston
PWM
Portland
€307 Return, found 5 days ago
€307
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 26 Jun from Boston to Portland, returning Thu, 2 Jul, priced at €307 found 5 days ago
United
Mon, 29 Jun - Sun, 5 Jul
BOS
Boston
PWM
Portland
€324 Return, found 1 day ago
€324
Return
found 1 day ago
Select United flight, departing Mon, 29 Jun from Boston to Portland, returning Sun, 5 Jul, priced at €324 found 1 day ago
American Airlines
Fri, 26 Jun - Thu, 2 Jul
BOS
Boston
PWM
Portland
€429 Return, found 5 days ago
€429
Return
found 5 days ago
Select American Airlines flight, departing Fri, 26 Jun from Boston to Portland, returning Thu, 2 Jul, priced at €429 found 5 days ago
Scandinavian Airlines
Tue, 6 Oct - Mon, 12 Oct
DUB
Dublin
PWM
Portland
€693 Return, found 5 days ago
€693
Return
found 5 days ago
Select Scandinavian Airlines flight, departing Tue, 6 Oct from Dublin to Portland, returning Mon, 12 Oct, priced at €693 found 5 days ago
Book with confidence

About Cumberland County

Expedia offers flights to Cumberland County to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Cumberland County or destinations around the world and discover how easy it is to make your flight reservations on Expedia.

Trending flights to Cumberland County

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

JetBlue Airways
Tue, 6 Oct - Wed, 14 Oct
DUB
Dublin
PWM
Portland
€472 Return, found 5 days ago
€472
Return
found 5 days ago
Select JetBlue Airways flight, departing Tue, 6 Oct from Dublin to Portland, returning Wed, 14 Oct, priced at €472 found 5 days ago

Frequently asked questions

How do I find cheap flights to Cumberland County that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we have a "No change fee" filter to help you find cheap, flexible fares to Cumberland County. It's at the top left of your screen right underneath the "Flexible change policies" subheading.
Which airlines fly to Cumberland County?
You can take your pick of a good range of airlines that offer flights into or near Cumberland County. A few of the most popular options are:

  • United Airlines - 316 flights to or near Cumberland County each month, including 316 flights to Portland Intl. Jetport Airport (PWM) per month.
  • Delta Air Lines - 294 flights to or near Cumberland County each month, including 294 flights to Portland Intl. Jetport Airport (PWM) per month.
  • American Airlines - 290 flights to or near Cumberland County each month, including 290 flights to Portland Intl. Jetport Airport (PWM) per month.

How can I find cheap tickets to Cumberland County?
Start searching as early as possible, fly with budget airlines, use frequent flyer miles — there are plenty of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find your Cumberland County flight, then check out the cheapest prices for nearby dates. In the last seven days, the best price for a flight to Cumberland County was €195.
How much is a flight to Cumberland County?
In the last seven days, round-trip tickets to Cumberland County sold for as little as €195 and reached a maximum of €693. For one-way trips taking off from Boston (BOS), the lowest amount paid during this same period was €99.
What are the most popular airports to fly into in Cumberland County?
Portland Intl. Jetport Airport (PWM) is the main point of entry for people travelling into and out of Cumberland County. Roughly 1,140 flights every month touch down at this airport.
How much is a plane ticket to Cumberland County?
In the last seven days, journeys to Cumberland County cost between €195 and €693. Prices depend on a number of things, particularly the time of departure, cabin class, airline and how early the fare is booked.
What is the best time to go to Cumberland County?
March, July and August are popular months to venture to Portland, one of Cumberland County's most famous cities. Summertime here begins June 20. Temperatures range from 16ºC to 24ºC throughout the season, so travel around then if warmer weather is your preference.
What months are the cheapest to book a flight to Cumberland County?
February is the best month to bag bargain flights to Cumberland County. Be aware that the costliest time to purchase tickets in the U.S. Isn't during the height of summer, but the month of December.

Book with confidence

About Cumberland County

Expedia offers flights to Cumberland County to meet every traveller's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Cumberland County or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Cumberland County
*Available to Expedia members.