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$215+ Cheap flights from Pensacola to Portland, ME (PNS - PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — PWM
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Cheap flight deals from Pensacola to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$332
(Kiwi.com)

One-way from

$215
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$347
Provider with most accurate pricing for Pensacola-Portland flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Portland flights.
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From Pensacola to Portland
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One-way flight from Pensacola to Portland
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Highest demand for flights based on searches. 15% potential increase in price ($95 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Pensacola to Portland

Cheapest flights from Pensacola to Portland
Explore the most affordable flight options available from Pensacola to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:26 am
PNS
-
PWM
1 stop4h 50m
Breeze Airways
Wed 6/106:26 pm
PWM
-
PNS
1 stop14h 45m
Breeze Airways
Deal found 1/12$332
This Kiwi.com deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
PNS
-
PWM
1 stop27h 27m
Multiple Airlines
Sat 5/3012:02 pm
PWM
-
PNS
1 stop10h 19m
Multiple Airlines
Deal found 1/13$336
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:06 am
PNS
-
PWM
1 stop7h 31m
American Airlines
Tue 4/211:18 pm
PWM
-
PNS
1 stop8h 09m
American Airlines
Deal found 1/13$351
This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/275:33 pm
PNS
-
PWM
1 stop15h 49m
Multiple Airlines
Sat 1/316:18 pm
PWM
-
PNS
1 stop14h 17m
Multiple Airlines
Deal found 1/12$353
This American Airlines deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:31 pm
PNS
-
PWM
1 stop5h 15m
American Airlines
Tue 5/51:18 pm
PWM
-
PNS
1 stop8h 09m
American Airlines
Deal found 1/12$364
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:06 am
PNS
-
PWM
1 stop7h 31m
American Airlines
Tue 5/121:18 pm
PWM
-
PNS
1 stop6h 33m
American Airlines
Deal found 1/13$376
This Kiwi.com deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/294:03 pm
PNS
-
PWM
2 stops16h 04m
Multiple Airlines
Mon 2/29:47 am
PWM
-
PNS
1 stop7h 50m
Multiple Airlines
Deal found 1/12$381

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 14, 2026.
Use the filters below to find and compare flights from Pensacola to Portland that are best for you.

Fly from

Pensacola

Fly to

Portland

Route

Depart

Return

Price

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Thu 1/29

4:03 pm-9:07 am

2 stops16h 04m

Portland

Mon 2/2

9:47 am-4:37 pm

1 stop7h 50m

$381

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Mon 4/13

6:00 am-3:58 pm

2 stops8h 58m

Portland

Sun 4/19

4:45 pm-11:23 pm

2 stops7h 38m

$499

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Fri 1/30

5:14 pm-11:43 pm

1 stop5h 29m

Portland

Sun 2/1

7:00 am-11:24 am

1 stop5h 24m

$547

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Thu 1/29

7:50 am-10:15 pm

2 stops13h 25m

Portland

Mon 2/2

5:45 am-6:25 pm

2 stops13h 40m

$569

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Thu 1/29

6:00 am-5:16 pm

2 stops10h 16m

Portland

Mon 2/2

6:00 am-12:14 pm

1 stop7h 14m

$572

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Mon 1/26

7:31 pm-10:22 am

3 stops37h 51m

$215

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Sat 1/17

5:33 pm-10:49 am

2 stops40h 16m

$294

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Mon 1/26

6:35 am-6:52 pm

2 stops11h 17m

$339

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Mon 1/26

4:04 pm-10:27 pm

1 stop5h 23m

$344

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Sat 1/17

11:18 am-4:26 pm

3 stops52h 08m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 13 results
1
2

Compare providers for flights from Pensacola to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pensacola to Portland in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pensacola-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pensacola-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Pensacola-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pensacola-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Pensacola to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Pensacola with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Portland

What is the cheapest month to book a flight from Pensacola to Portland, Maine?

Currently, March is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $82). Flying from Pensacola to Portland, Maine in November is currently the most expensive (average of $284). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated January 14, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Pensacola to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,040 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,040 reviews
Delta
7.9
Good
8,040 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,118 reviews
Delta
7.9
Good
8,040 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Pensacola to Portland, Maine?

    There are many flights that can get you from Pensacola to Portland, Maine in 5h 29m. Fly via Delta or American Airlines to get the fastest option. Pensacola and Portland, Maine are separated by a distance of 1296 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Pensacola to Portland, Maine round-trip?

    Cheapflights users have booked flights from Pensacola to Portland, Maine round-trip from $158. Another airline that can offer you cheap pricing is American Airlines. These flights start at 68% lower than the current average price 3 months from now.

  • Can I find deals for flights from Pensacola to Portland that include hotel bookings?

    Yes. In addition to deals on Pensacola to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Portland.

  • Can I find deals for business class flights from Pensacola to Portland?

    Yes. Cheapflights offers flight deals from Pensacola to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Portland, Maine?

    Currently, March is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $82). Flying from Pensacola to Portland, Maine in November is currently the most expensive (average of $284). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Top 2 airlines flying from Pensacola to Portland

Discover the top 2 airlines that operate flights from Pensacola to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$414FlexibilityNo cancel feeOn-time71%

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