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

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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.

Sat, Aug 29 - Sat, Sep 5
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 29 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $138 found 2 days ago
Sat, Aug 22 - Sat, Aug 29
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, found 13 hours ago
$142
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Aug 29, priced at $142 found 13 hours ago
Sat, Aug 15 - Sat, Aug 22
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 15 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $143 found 2 days ago
Sat, Sep 12 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Sep 12 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $147 found 6 days ago
Sat, Oct 24 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Oct 24 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Oct 31, priced at $147 just found
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 1, priced at $147 found 2 days ago
Sat, Sep 12 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Sep 12 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $152 found 6 days ago
Wed, Jul 22 - Wed, Jul 22
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$172 Roundtrip, found 1 day ago
$172
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jul 22 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Jul 22, priced at $172 found 1 day ago
OriginDestinationTravel DatesFlights From*
MCOPortlandAugust 28 to September 1$167
RDUPortlandAugust 29 to September 5$168
JFKPortlandAugust 4 to August 4$172
DCAPortlandAugust 4 to August 12$249
ATLPortlandSeptember 1 to September 5$338
CLTPortlandAugust 1 to August 8$361
PHLPortlandJuly 22 to July 28$401
PHLAugustaJuly 31 to August 3$422
DCAAugustaJuly 16 to July 21$434
TPAAugustaJune 16 to June 23$474
RDUAugustaJune 6 to June 10$485
MCOAugustaJuly 29 to August 2$575
CLTAugustaJune 7 to June 13$692
SEAAugustaJuly 2 to July 5$782
FCOPortlandJune 18 to June 22$985
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKPortlandMay 30 to June 5$192
RDUPortlandMay 29 to June 2$260
TPAPortlandMay 30 to June 6$289
DCAPortlandMay 29 to June 1$330
CLTPortlandMay 30 to June 6$363
MCOPortlandMay 29 to June 1$408
ATLPortlandMay 31 to June 1$494
TTNPortlandMay 29 to May 31$496
RDUAugustaMay 29 to June 5$546
SEAPortlandMay 31 to June 6$548
PHLAugustaMay 30 to June 1$598
ATLAugustaMay 31 to June 3$619
MCOAugustaMay 29 to June 2$859
*Prices include taxes and fees

Best Cumberland County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel
2.5-star property

Saco Bay Hotel

Aug 17 - Aug 22

5 night stay

Nashville (BNA) to Portland (PWM)

Southwest Airlines • Coach

Portland (PWM) to Nashville (BNA)

American Airlines • Coach
Save 100% on your flight
Price was $1,180, price is now $779 per person
$779
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jul 31 - Aug 5

5 night stay

Nashville (BNA) to Boston (BOS)

Delta • Coach

Boston (BOS) to Nashville (BNA)

JetBlue Airways • Coach
Price was $2,784, price is now $1,372 per person
$1,372
per person
found 19 hours ago
Beachside Village Resort
3.0-star property

Beachside Village Resort

Aug 6 - Aug 11

5 night stay

Nashville (BNA) to Boston (BOS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,092, price is now $1,385 per person
$1,385
per person
found 3 hours ago
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Travelers ❤️ These Cumberland County 🏨

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
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 and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
9.4/10 Exceptional! (1,780 reviews)
"Wonderful hotel with clean rooms, easy valet parking, and a great location. We loved the small area right off of the elevator on our floor which provided water, coffee, and pastries for use in the mornings."

Reviewed on May 21, 2026

Opens in a new windowPortland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
9.4/10 Exceptional! (1,666 reviews)
"We’ve stayed at this hotel 5 times now and have always enjoyed the historic charm and location. Check-in during this stay went smoothly, however we were disappointed when we arrived to find the toilet in our room was dirty. We also asked the front desk if the TVs allowed streaming services like Netflix ..."

Reviewed on May 20, 2026

Opens in a new windowPortland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
9.4/10 Exceptional! (1,216 reviews)
"Clean room, nice location. Wish the tv was a smart tv, and found the $25/room sort of annoying since the restaurant on property was understaffed. But overall we enjoyed it."

Reviewed on May 21, 2026

Opens in a new windowCambria Hotel Portland Downtown-Old Port
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HomeAwhile

HomeAwhile

2 out of 5
205 Southborough Drive Scarborough ME
Stay at this hotel in Scarborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Maine Mall and Thompson's Point are located nearby.
9.2/10 Wonderful! (47 reviews)
"Room was spacious ( home away from home for sure!) and very clean. The staff was extremely friendly and gave us great suggestions on where to eat since we were visiting! Will definitely come back if I ever visit Portland again."

Reviewed on May 22, 2026

Opens in a new windowHomeAwhile
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 $138. 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 15 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, August 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 $138. 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 $138 and $985. 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.