Cheap Flights to Cumberland County from $71 (2026/2027)

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

Portland

Flights
Portland

How Much Does it Cost To Fly To Cumberland County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 13 - Mon, Nov 16
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Nov 13 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Mon, Nov 16, priced at $142 just found
Wed, Nov 4 - Tue, Nov 10
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Nov 4 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Tue, Nov 10, priced at $142 just found
Sat, Nov 7 - Wed, Nov 11
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Nov 7 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Nov 11, priced at $144 found 1 day ago
Tue, Oct 20 - Tue, Nov 10
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$145 Roundtrip, found 22 hours ago
$145
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Tue, Oct 20 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Tue, Nov 10, priced at $145 found 22 hours ago
Tue, Oct 27 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 5 hours ago
$147
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Tue, Oct 27 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $147 found 5 hours ago
Wed, Nov 4 - Wed, Nov 11
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 15 hours ago
$152
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Nov 11, priced at $152 found 15 hours ago
Mon, Nov 2 - Fri, Nov 6
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Nov 2 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Fri, Nov 6, priced at $152 found 3 hours ago
Mon, Oct 26 - Fri, Oct 30
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Oct 26 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Fri, Oct 30, priced at $154 found 1 day ago
Fri, Jan 22 - Mon, Jan 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Jan 25, priced at $157 found 2 days ago
OriginDestinationTravel DatesFlights From*
MCOPortlandJanuary 11 to January 25$157
JFKPortlandOctober 25 to October 29$227
SEAPortlandDecember 7 to December 15$271
DCAPortlandOctober 28 to October 31$281
ATLPortlandNovember 12 to November 16$308
CLTPortlandDecember 15 to December 21$344
PHLPortlandOctober 28 to October 31$344
MCOAugustaDecember 5 to December 8$456
JFKAugustaOctober 30 to November 4$491
PHLAugustaNovember 3 to November 7$532
RDUAugustaOctober 28 to November 4$554
SEAAugustaOctober 22 to October 29$651
ATLAugustaNovember 7 to November 9$653
TPAAugustaNovember 24 to November 28$815
CLTAugustaOctober 30 to November 1$1,710
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKPortlandOctober 10 to October 14$287
RDUPortlandOctober 10 to October 13$381
TPAPortlandOctober 10 to October 17$408
DCAPortlandOctober 10 to October 14$437
CLTPortlandOctober 10 to October 11$530
PHLPortlandOctober 10 to October 19$603
MCOPortlandOctober 10 to October 12$628
ATLPortlandOctober 11 to October 15$789
MCOAugustaOctober 9 to October 12$853
SEAPortlandOctober 10 to October 17$989
FCOPortlandOctober 9 to January 20$1,187
*Prices include taxes and fees

Best Cumberland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Nov 25 - Nov 28

3 night stay

Atlanta (ATL) to Boston (BOS)

Delta • Coach

Boston (BOS) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,391, price is now $727 per person
$727
per person
found 2 hours ago
Raffles Boston
5.0-star property

Raffles Boston

Dec 16 - Dec 20

4 night stay

Atlanta (ATL) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,882, price is now $1,210 per person
$1,210
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Dec 15 - Dec 17

2 night stay

Atlanta (ATL) to Boston (BOS)

Delta • Coach

Boston (BOS) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,272, price is now $834 per person
$834
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Cumberland County
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Travelers ❤️ These Cumberland County 🏨

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
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 clean rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
8.2/10 Very Good! (1,752 reviews)
"Easy low effort stay and close to airport. Shuttle to main city as well which was nice"

Reviewed on Oct 6, 2026

Opens in a new windowClarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
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 rooms in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
9/10 Wonderful! (1,009 reviews)
"Wonderful, historic building. Clean room. Great staff. Design starting to look a bit dated."

Reviewed on Oct 6, 2026

Opens in a new windowThe Westin Portland Harborview
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
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 rooms in our reviews. Popular attractions Maine Mall and Cross Insurance Arena are located nearby.
8.2/10 Very Good! (1,015 reviews)
"S for"

Reviewed on Oct 6, 2026

Opens in a new windowFireside Inn & Suites Portland
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Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St Portland ME
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cross Insurance Arena and Maine Mall are located nearby.
Opens in a new windowInn at St John Portland In-Town
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.

Frequently asked questions

How much is the cheapest flight to Cumberland County?
The next trip you take doesn't have to make a huge dent in your budget. During the last seven days, the cheapest return flight to Cumberland County cost $142. Find a cheap seat and spend the dollars you save on cool experiences. This price was available on Travelocity for flights to Cumberland County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Cumberland County?
Lock in a seat with one of the 17 airlines that operate flights to Cumberland County. If you're staying in Portland, let American Airlines take you to this buzzing city to explore its iconic sights. This well-known carrier offers 416 flights there per month.
What is the cheapest month to fly to Cumberland County?
According to Travelocity's direct return flight demand from January to December last year, November is the cheapest month to board a plane to Cumberland County. Browse for flights throughout this month and snap up a terrific deal today.
How can I check my flight status to Cumberland County?
"Trips" will clue you in when it comes to the finer details of your flight to Cumberland County. This handy customer portal lets you do everything in the one place, from looking up your flight status to making updates to your itinerary. Click on Trips at the top of the Travelocity homepage and then sign in. You can also download the Travelocity app and access your travel itinerary while you're on the go. Whether you have the family flying with you or you're riding solo, all your bookings are right at your fingertips.
How do I find the best deals on flights to Cumberland County?
Being flexible with your dates is a simple way to nab an incredible deal. Travelocity makes it a piece of cake to find your ideal fare through the "Flexible dates" function. Search for your flight to Cumberland County, then compare prices for surrounding dates by clicking the Flexible dates dropdown box above. Booking in advance and avoiding peak season are other ways to save on fares. In the last seven days, the best price for a return flight to Cumberland County was $142. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Cumberland County with Travelocity?
Seek out cheap flights to Cumberland County with Travelocity and begin packing for your next break. With round-the-clock personal assistance along every step of your trip and a Price Match Guarantee, we take the stress out of reserving cheap family flights, places to stay and more. Snag a great deal today and brace yourself for the adventure of a lifetime.
What are the most popular flight routes to Cumberland County?
As a renowned tourist destination, you'll find excellent connections to Cumberland County. Here are some of the major routes:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 949 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 676 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 645 flights a month.

How much is a flight to Cumberland County on average?
Get your next break off to the best start by snapping up a terrific deal with Travelocity. In the last seven days, roundtrip flights to Cumberland County cost between $142 and $1,710. Have a look at our site and secure a ticket that works with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Cumberland County?
Below are a number of preferred direct flights to Cumberland County with their average flight duration:

  • New York, NY (JFK-John F. Kennedy Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 20 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Portland Intl. Jetport Airport (PWM) - 2 hours and 21 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Portland Intl. Jetport Airport (PWM) - 1 hour and 32 minutes

What can I expect on a flight to Cumberland County?
The time your flight takes and whether you opt for a budget or full-service carrier will determine what you can expect on board. If you're searching for long-haul flights to Cumberland County, meals, drinks and entertainment are routine inclusions. Chasing cheap flights for family vacations? Check out the deals from budget carriers. Generally, these airlines don't provide as many inclusions, or they'll be available as add-ons.