$71 Cheap flights to Cumberland County

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Top places to visit in Cumberland County

A lighthouse, a white house with a red roof, and rocky coastline at sunset.
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Portland

Portland
A crowded beach with people sunbathing and swimming, surrounded by houses and lush green hills.
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Scarborough

Scarborough
A red car driving on a street with a brick building and a church in the background.
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Brunswick

Brunswick

Cheap flights to Cumberland County from $71 One Way, $142 Round Trip

$142 return flights and $71 one-way flights to Cumberland County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 5 - Sat, Dec 12
TPA
Tampa
PWM
Portland
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa to Portland, returning Sat, Dec 12, priced at $142 just found
Wed, Jan 13 - Sat, Jan 16
RDU
Raleigh
PWM
Portland
$142 Roundtrip, found 19 hours ago
$142
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jan 13 from Raleigh to Portland, returning Sat, Jan 16, priced at $142 found 19 hours ago
Wed, Jan 20 - Sat, Jan 23
TPA
Tampa
PWM
Portland
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jan 20 from Tampa to Portland, returning Sat, Jan 23, priced at $147 found 5 days ago
Wed, Jan 20 - Wed, Jan 27
RDU
Raleigh
PWM
Portland
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Jan 20 from Raleigh to Portland, returning Wed, Jan 27, priced at $147 found 6 days ago
Sat, Jan 9 - Mon, Jan 11
TPA
Tampa
PWM
Portland
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 9 from Tampa to Portland, returning Mon, Jan 11, priced at $149 found 1 day ago
Wed, Dec 2 - Sat, Dec 5
EWR
New York
PWM
Portland
$207 Roundtrip, found 19 hours ago
$207
Roundtrip
found 19 hours ago
Select United flight, departing Wed, Dec 2 from New York to Portland, returning Sat, Dec 5, priced at $207 found 19 hours ago
Wed, Dec 2 - Sat, Dec 5
JFK
New York
PWM
Portland
$207 Roundtrip, found 19 hours ago
$207
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Dec 2 from New York to Portland, returning Sat, Dec 5, priced at $207 found 19 hours ago
Sat, Jan 16 - Sat, Jan 23
TPA
Tampa
PWM
Portland
$237 Roundtrip, found 23 hours ago
$237
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Sat, Jan 16 from Tampa to Portland, returning Sat, Jan 23, priced at $237 found 23 hours ago
Wed, Dec 9 - Wed, Dec 16
TPA
Tampa
PWM
Portland
$237 Roundtrip, found 4 hours ago
$237
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Dec 9 from Tampa to Portland, returning Wed, Dec 16, priced at $237 found 4 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
RDUPortlandNovember 8 to November 18$202
JFKPortlandNovember 8 to November 15$312
TPAPortlandNovember 7 to November 9$374
DCAPortlandNovember 7 to November 8$409
MCOPortlandNovember 7 to November 10$484
ATLPortlandNovember 6 to November 9$743
DCAAugustaNovember 8 to November 11$787
SEAPortlandNovember 6 to November 10$807
PHLPortlandNovember 8 to November 9$851
CLTPortlandNovember 7 to November 9$1,173
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cumberland County Accommodation Deals

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Nov 22 to Nov 23
$119 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,002 reviews)
"I enjoyed staying at the Westin. The staff were friendly and helpful. My room was very nice and clean. The location was very convenient and close to a lot of restaurants."

Reviewed on Nov 2, 2026

Opens in a new windowThe Westin Portland Harborview
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundable
$81 nightly
The price is $89 total per night from Nov 10 to Nov 11
$89 total
Nov 10 - Nov 11
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowClarion Hotel Portland Airport ME
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Nov 9 to Nov 10
$97 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Opens in a new windowFireside Inn & Suites Portland
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Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $196 total per night from Nov 29 to Nov 30
$196 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
9.2/10 Wonderful! (1,859 reviews)
"Nice place to stay is a vey good location."

Reviewed on Nov 2, 2026

Opens in a new windowPortland Harbor Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Special

Managers Special
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Managers Special

$25

$95 total
found 1 day ago
Special Managers Special

Economy

Chevrolet Spark
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Chevrolet Spark

$27

$99 total
found 1 day ago
Economy Chevrolet Spark

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Toyota Corolla

$27

$99 total
found 1 day ago
Midsize Toyota Corolla

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Nissan Versa

$27

$99 total
found 1 day ago
Compact Nissan Versa

Cumberland County

Finding cheap flights to Cumberland County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Cumberland County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Cumberland County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Cumberland County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Cumberland County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Cumberland County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Cumberland County?
There are 19 airlines that travel to Portland Intl. Jetport Airport (PWM). With this many to select from, there's a great chance you'll land a low-cost flight! Your Cumberland County vacation awaits with one of these leading carriers:

  • Delta - 168 flights to Cumberland County per month
  • American Airlines - 136 flights to Cumberland County per month
  • United Airlines - 114 flights to Cumberland County per month

What is the best airport to fly to in Cumberland County?
Touch down at Portland Intl. Jetport Airport (PWM), the main entry point to Cumberland County. Organizing your flight to this region doesn't get much easier.
How much is a flight to Cumberland County?
Travelers from near and far picked up round-trip deals ranging between $142 and $1,173 this week. Starting your journey from Tampa (TPA)? The cheapest one-way fares started at just $71.
How to book the cheapest flight to Cumberland County?
Using Orbitz, you'll find some of the best flight deals around from a terrific range of airlines. But if you'd love to improve your chances of snapping up cheap flights to Cumberland County, here are some tips to follow:

  • Consider taking off from or landing at other airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' link to see the flight deals for alternative departure dates. You may find a cheaper fare.
  • You can also select the 'Show options' function to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you want to fly.
  • Once you've worked out your travel dates, don't wait to book. Ticket prices normally climb as the departure date gets closer.
  • Make serious savings on your adventure by combining your flights, hotels and car rentals into a package. Your budget will thank you for it.
  • If it's an option, avoid flying in peak seasons. Airfares significantly increase during school breaks, summer and around other vacation times like Easter and Christmas.

How long is a flight to Cumberland County?
You could have time to read a few chapters or more of your novel, or you might plow through the entire thing! The length of a flight depends on the place of departure, but these well-known routes to Cumberland County will give you some insight:

  • New York, NY (LGA-LaGuardia) to Portland Intl. Jetport Airport (PWM) - 1 hour and 29 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 22 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 20 minutes

What is the best time to book a flight to Cumberland County?
Generally speaking, January is the cheapest month to book your airfare. This is followed by February and August. Keep this in mind while tracking down a cheap flight to Cumberland County.
What day of the week is the cheapest to book a flight to Cumberland County?
When it comes to cheap airfares to Cumberland County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Cumberland County?
According to Orbitz data from 2020, Monday is usually the best day of the week for cheap flights to Cumberland County. Tuesday also has more affordable fares, whereas Saturday has the highest ticket rates. Even though leaving at the weekend may be more convenient, you'll have more money to play with if you set off earlier in the week.
What is the cheapest month to fly to Cumberland County?
If you have some flexibility with your travel dates, think about departing in August. Orbitz data shows that this is generally the best month to take a trip if you want cheap flights to Cumberland County. As you might imagine, airfares get pricier in June and flights sell out quickly.
Which airlines allow free cancellation?
If you suspect your travel plans may change, Orbitz will help you find a flexible ticket. All you need to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that include free cancellation and no change fees — in addition to our awesome low prices.
What do I need for the flight to Cumberland County?
There is so much to plan for any big journey, so it's good to get a little bit of help along the way. Here are a few suggestions to ensure that you're ready for your flight:

  • Make sure you've packed your travel papers and identification. For international trips, you'll need to take your passport. When reserving your tickets, always use the same name, birth date and gender as indicated on your government-issued ID.
  • A well-packed carry-on bag is just the ticket for a comfortable flight experience. Given this journey to Cumberland County is no quick hop, take enough snacks and things to keep you occupied. A book, magazine or e-reader will help the hours pass.
  • Regardless what the season is at your destination, plane cabins can feel a little chilly. Bring a sweater on your journey to stay cozy and warm.

How many direct flights are there to Cumberland County?
At the moment, there are 92 direct flights every month to Cumberland County. When it comes to airlines that will take you there, you have loads of options. American Airlines, Delta Air Lines and United Airlines are among the most well-known. Southwest Airlines, JetBlue Airways and Sun Country Airlines are some other dependable carriers that offer nonstop services.
How do I get cheap first-class/business deals to Cumberland County?
Experienced travelers have mastered the art of finding first or business-class airfares to Cumberland County that don't cost a packet. Take their lead with these helpful hints:

  • Be flexible. By being open to a range of travel dates, you'll have more chances of picking up a great deal on first or business-class airfares.
  • Many low-cost airlines nowadays have terrific business or premium-class seating that doesn't cost the earth.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Cumberland County?
Cumberland County is a lively place in March, July and August. If you plan to visit during these months, it may be an idea to book early to ensure you score the greatest deals. Wondering what the summer's like in Cumberland County? Average daily temperatures typically range between 55 ºF and 75 ºF. Like most destinations in the Northern Hemisphere, summer begins June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.