Portland

$160+ Cheap flights from Pensacola to Portland, ME (PNS - PWM)

PNS — PWM
Dec 5 — Dec 121
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Cheap flight deals from Pensacola to Portland

Cheapest flights from Pensacola to Portland

Mon 11/235:40 pm -
1 stop4h 51m
Fri 11/276:00 am -
1 stop7h 40m
Deal found 11/1$419
Mon 11/168:14 pm -
2 stops19h 10m
Mon 11/239:48 am -
1 stop8h 47m
Deal found 11/4$502
Wed 11/1810:30 am -
1 stop4h 54m
Sun 11/223:10 pm -
2 stops22h 35m
Deal found 11/3$515
Wed 11/187:01 am -
1 stop5h 00m
Sun 11/222:05 pm -
1 stop7h 19m
Deal found 11/3$617
Mon 11/235:55 pm -
2 stops14h 55m
Fri 11/275:20 am -
2 stops9h 20m
Deal found 11/1$658
Fri 12/186:20 pm -
2 stops14h 05m
Sun 1/35:25 am -
2 stops13h 20m
Deal found 11/3$678
Mon 11/21:49 pm -
1 stop6h 11m
Wed 11/116:00 am -
1 stop6h 09m
Deal found 10/31$701
Mon 11/167:01 am -
1 stop5h 00m
Mon 11/236:27 am -
1 stop5h 57m
Deal found 11/4$709

Find flight deals from Pensacola to Portland

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$392
(Delta)

One-way from

$160
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$97
Provider with most accurate pricing for Pensacola-Portland flight deals.
Provider most trusted by Cheapflights users for Pensacola-Portland flights.
From Pensacola to Portland
One-way flight from Pensacola to Portland
Highest demand for flights based on searches. 10% potential increase in price ($62 potential increase over avg. RT price).
Cheapest flight prices on average. 13% potential price decrease ($63 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Pensacola to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Wed 12/2

5:44 pm-11:33 pm

1 stop4h 49m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$178

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Sat 12/19

1:45 pm-12:10 am

2 stops9h 25m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$183

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Wed 12/2

7:50 pm-9:08 am

3 stops36h 18m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$209

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Mon 11/30

7:46 pm-11:48 am

2 stops39h 02m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$242

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Fri 12/18

6:20 pm-9:25 am

2 stops14h 05m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$280

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Mon 2/22

11:07 am-11:19 pm

2 stops11h 12m

Portland

Sat 2/27

6:00 am-11:51 am

1 stop6h 51m

$392

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Mon 11/23

5:40 pm-11:31 pm

1 stop4h 51m

Portland

Fri 11/27

6:00 am-12:40 pm

1 stop7h 40m

$419

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Fri 12/18

1:25 pm-11:48 am

3 stops21h 23m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$420

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Sun 11/15

12:45 pm-4:55 pm

2 stops27h 10m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$455

PensacolaPortland

PNS Pensacola - PWM Portland

PNSPWM

Pensacola

Sun 11/15

4:00 pm-11:31 pm

1 stop6h 31m

Portland

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 14 resultsSorted by cheapest first
1
2

Compare providers for flights from Pensacola to Portland

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pensacola to Portland in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pensacola-Portland, Maine flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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, November is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $97). Flying from Pensacola to Portland, Maine in December is currently the most expensive (average of $1,223). 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

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.

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Food

7.2

Overall

7.8

Boarding

8.1

Entertainment

7.8

Crew

8.5

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Jorge,Aug 2026

TPA - ATL

Although I still enjoy flying Delta, the overall flying experience feels cheapened. But I guess that is true of most, if not all american carriers.

Related info for your journey

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

    There are many flights that can get you from Pensacola to Portland, Maine in 11h 12m. Fly via Delta to get the fastest option. Pensacola and Portland, Maine are separated by a distance of 1296 mi.

  • 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 $283. Another airline that can offer you cheap pricing is American Airlines. These flights start at 46% 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, November is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $97). Flying from Pensacola to Portland, Maine in December is currently the most expensive (average of $1,223). 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
Lewiston
North Conway
Brunswick

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Top 2 airlines flying from Pensacola to Portland

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$283Average$497FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$325Average$462FlexibilityNo cancel feeOn-time71%

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