$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.

Wed, Jan 6 - Sat, Jan 9
RDU
Raleigh
PWM
Portland
$142 Roundtrip, found 17 hours ago
$142
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Wed, Jan 6 from Raleigh to Portland, returning Sat, Jan 9, priced at $142 found 17 hours ago
Sat, Nov 7 - Sat, Nov 14
RDU
Raleigh
PWM
Portland
$144 Roundtrip, found 4 hours ago
$144
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Nov 7 from Raleigh to Portland, returning Sat, Nov 14, priced at $144 found 4 hours ago
Wed, Dec 2 - Sat, Dec 5
RDU
Raleigh
PWM
Portland
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 2 from Raleigh to Portland, returning Sat, Dec 5, priced at $147 found 1 day ago
Thu, Dec 3 - Mon, Dec 7
RDU
Raleigh
PWM
Portland
$267 Roundtrip, found 9 hours ago
$267
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Dec 3 from Raleigh to Portland, returning Mon, Dec 7, priced at $267 found 9 hours ago
Sun, Mar 28 - Wed, Mar 31
RDU
Raleigh
PWM
Portland
$267 Roundtrip, found 8 hours ago
$267
Roundtrip
found 8 hours ago
Select United flight, departing Sun, Mar 28 from Raleigh to Portland, returning Wed, Mar 31, priced at $267 found 8 hours ago
Wed, Mar 31 - Sat, Apr 3
RDU
Raleigh
PWM
Portland
$267 Roundtrip, found 8 hours ago
$267
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Mar 31 from Raleigh to Portland, returning Sat, Apr 3, priced at $267 found 8 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOPortlandSeptember 26 to October 3$339
TPAPortlandSeptember 26 to October 2$363
JFKPortlandSeptember 27 to September 29$392
RDUPortlandSeptember 26 to September 28$421
DCAPortlandSeptember 25 to September 27$541
SEAPortlandSeptember 27 to October 3$642
DCAAugustaSeptember 26 to September 28$727
ATLPortlandSeptember 27 to September 30$739
TPAAugustaSeptember 26 to October 17$804
PHLPortlandSeptember 26 to October 22$961
MCOAugustaSeptember 25 to September 27$981
EWRAugustaSeptember 25 to September 28$2,135
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cumberland County Accommodation Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $119 total per night from Oct 18 to Oct 19
$119 total
Oct 18 - Oct 19
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 ...
8.2/10 Very Good! (1,716 reviews)
"No bar like shown in description"

Reviewed on Sep 22, 2026

Opens in a new windowClarion Hotel Portland Airport ME
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
$453 nightly
The price is $502 total per night from Oct 18 to Oct 19
$502 total
Oct 18 - Oct 19
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! (1,845 reviews)
"Great hotel with delicious breakfast."

Reviewed on Sep 22, 2026

Opens in a new windowPortland Harbor Hotel
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $107 total per night from Oct 19 to Oct 20
$107 total
Oct 19 - Oct 20
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 ...
8.2/10 Very Good! (1,012 reviews)
"Old hotel. Tiny room. Mattress was horrible."

Reviewed on Sep 21, 2026

Opens in a new windowFireside Inn & Suites Portland
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La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave Portland ME
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $146 total per night from Oct 18 to Oct 19
$146 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (2,256 reviews)
"Hotel was nice and reasonably priced and conventionally located. Easy 8 min drive to the waterfront. Issues we had, our comforter was dirty. It smelled like dirty feet & had stains and lipstick smeared on it in several spots. We also didn’t have toiletries , hand soap- they forgot to put them in ..."

Reviewed on Sep 22, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Portland DT/Maine Med
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?

Economy

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Mitsubishi Mirage

$82

$336 total
found 1 day ago
Economy Mitsubishi Mirage

Compact

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

$84

$345 total
found 1 day ago
Compact Nissan Versa

Midsize

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

$89

$361 total
found 1 day ago
Midsize Toyota Corolla

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Chrysler Pacifica

$97

$390 total
found 1 day ago
Mini Van Chrysler Pacifica

Cumberland County

Snag some “suite” deals when you add cheap hotel rooms to Cumberland County flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Cumberland County.

Fun for All

While shopping Orbitz sales on Cumberland County flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Cumberland County flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Cumberland County. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Cumberland County?
There are 12 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 $2,135 this week. Starting your journey from Raleigh (RDU)? 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.