Cheap Flights to Cumberland County from $64 (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.

Wed, Sep 9 - Sat, Sep 12
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 21 hours ago
$127
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 12, priced at $127 found 21 hours ago
Sat, Sep 5 - Wed, Sep 9
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$128 Roundtrip, found 21 hours ago
$128
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Wed, Sep 9, priced at $128 found 21 hours ago
Wed, Sep 9 - Sat, Sep 12
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$132 Roundtrip, found 21 hours ago
$132
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 12, priced at $132 found 21 hours ago
Sat, Sep 12 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$134 Roundtrip, found 4 hours ago
$134
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $134 found 4 hours ago
Sat, Aug 29 - Wed, Sep 2
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$135 Roundtrip, found 6 hours ago
$135
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Aug 29 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $135 found 6 hours ago
Wed, Sep 9 - Sat, Sep 12
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$137 Roundtrip, found 21 hours ago
$137
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Wed, Sep 9 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 12, priced at $137 found 21 hours ago
Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Dec 12, priced at $142 found 1 hour ago
Wed, Jan 13 - Mon, Jan 18
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, just found
$162
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Jan 13 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Jan 18, priced at $162 just found
Fri, Oct 23 - Mon, Oct 26
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, just found
$217
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Oct 23 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Mon, Oct 26, priced at $217 just found
OriginDestinationTravel DatesFlights From*
MCOPortlandNovember 18 to January 18$173
EWRPortlandSeptember 11 to September 12$217
DCAPortlandOctober 22 to October 27$259
ATLPortlandOctober 5 to October 15$287
DCAAugustaNovember 5 to November 8$334
CLTPortlandOctober 13 to October 15$337
PHLPortlandOctober 20 to October 24$449
LGAAugustaSeptember 25 to October 3$452
PHLAugustaOctober 7 to October 11$458
MCOAugustaOctober 7 to October 12$494
ATLAugustaSeptember 16 to September 21$557
RDUAugustaOctober 14 to October 18$567
SEAAugustaOctober 3 to October 10$570
TPAAugustaSeptember 11 to September 14$623
CLTAugustaSeptember 15 to September 18$857
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
RDUPortlandAugust 30 to September 2$233
JFKPortlandAugust 30 to September 3$240
MCOPortlandAugust 29 to September 1$273
DCAPortlandAugust 29 to August 30$293
TPAPortlandAugust 29 to September 2$322
CLTPortlandAugust 29 to September 2$427
ATLPortlandAugust 29 to September 5$589
PHLPortlandAugust 30 to August 31$598
DCAAugustaAugust 28 to August 31$662
ATLAugustaAugust 29 to August 30$673
SEAPortlandAugust 28 to August 31$794
*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 3 - Nov 7

4 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Price was $1,446, price is now $587 per person
$587
per person
found 8 hours ago
Luxury Apartments by Hyatus at Boston Everett
5.0-star property

Luxury Apartments by Hyatus at Boston Everett

Oct 15 - Oct 18

3 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Coach

Boston (BOS) to Atlanta (ATL)

Southwest Airlines • Coach
Save 100% on your flight
Price was $2,844, price is now $1,506 per person
$1,506
per person
found 1 day ago
Good Hotels Boston
2.0-star property

Good Hotels Boston

Sep 22 - Sep 29

7 night stay

Atlanta (ATL) to Boston (BOS)

Frontier Airlines • Roundtrip • Coach
Price was $2,806, price is now $1,554 per person
$1,554
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 Thompson's Point and Maine Mall are located nearby.
8/10 Very Good! (1,634 reviews)
"Parking was convenient. Close to the place we needed to be."

Reviewed on Aug 21, 2026

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
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 Thompson's Point are located nearby.
8.2/10 Very Good! (1,055 reviews)
"Me, my husband and our two kids got into our room and when I was putting our things away I found women’s used panties on the floor. I told the front desk and was moved to a new room without a discount or upgrade. The new room had stains all over the blankets and brown hair on the beds. I LOVE the ..."

Reviewed on Aug 21, 2026

Opens in a new windowFireside Inn & Suites Portland
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 State Theatre and Thompson's Point are located nearby.
Opens in a new windowPortland Regency Hotel & Spa
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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 Thompson's Point and Portland Head Light are located nearby.
9/10 Wonderful! (1,006 reviews)
"Friendly welcome staff. Clean room."

Reviewed on Aug 21, 2026

Opens in a new windowThe Westin Portland Harborview
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 $127. 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 16 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, September 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 $127. 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 $127 and $857. 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.