Pensacola

$181+ Cheap flights from Portland, ME to Pensacola (PWM - PNS)

PWM — PNS
Dec 11 — Dec 181
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1. Tell us where you want to go

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Cheap flight deals from Portland to Pensacola

Cheapest flights from Portland to Pensacola

Sat 12/197:12 pm -
1 stop13h 26m
Thu 12/248:18 am -
1 stop23h 50m
Deal found 11/7$380
Tue 12/15:19 pm -
2 stops7h 20m
Sat 12/55:50 pm -
1 stop4h 43m
Deal found 11/8$382
Tue 12/15:45 am -
1 stop6h 16m
Sat 12/53:40 pm -
1 stop5h 00m
Deal found 11/8$392
Thu 12/35:00 am -
1 stop6h 08m
Thu 12/174:04 pm -
1 stop7h 19m
Deal found 11/6$407
Fri 12/189:48 am -
1 stop8h 34m
Thu 12/248:18 am -
1 stop23h 50m
Deal found 11/6$413
Fri 12/186:00 am -
1 stop7h 44m
Thu 12/242:00 pm -
1 stop6h 49m
Deal found 11/7$417
Sat 12/197:12 pm -
1 stop13h 26m
Tue 12/228:18 am -
1 stop23h 50m
Deal found 11/7$424
Tue 12/15:09 pm -
2 stops40h 51m
Sun 12/68:18 am -
1 stop23h 50m
Deal found 11/8$449
Tue 12/15:09 pm -
1 stop17h 41m
Sun 12/68:18 am -
1 stop23h 50m
Deal found 11/8$457
Tue 12/15:19 pm -
2 stops7h 20m
Sun 12/64:10 pm -
2 stops7h 11m
Deal found 11/8$463
Sun 12/205:35 am -
1 stop6h 33m
Thu 12/242:00 pm -
1 stop6h 49m
Deal found 11/7$467

Find flight deals from Portland to Pensacola

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$377
(Delta)

One-way from

$181
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$607
Provider with most accurate pricing for Portland-Pensacola flight deals.
Provider most trusted by Cheapflights users for Portland-Pensacola flights.
From Portland to Pensacola
One-way flight from Portland to Pensacola
Highest demand for flights based on searches. 9% potential increase in price ($56 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($18 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 Portland to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Tue 12/1

5:09 pm-9:00 am

2 stops40h 51m

Pensacola

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$181

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Tue 12/1

5:09 pm-9:50 am

1 stop17h 41m

Pensacola

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$190

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Fri 12/18

5:35 pm-9:00 am

3 stops40h 25m

Pensacola

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$308
Quickest round-trip

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Tue 11/24

6:00 am-12:40 pm

1 stop7h 40m

Pensacola

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$344

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Mon 11/30

5:25 am-5:45 pm

2 stops13h 20m

Pensacola

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$355

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Mon 2/8

6:17 am-4:40 pm

2 stops11h 23m

Pensacola

Sun 2/14

5:34 pm-11:35 pm

1 stop5h 01m

$452

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Wed 3/10

6:00 am-12:51 pm

1 stop7h 51m

Pensacola

Sun 3/14

3:35 pm-11:23 pm

1 stop6h 48m

$464

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Sat 4/10

5:20 am-1:50 pm

2 stops9h 30m

Pensacola

Mon 4/19

7:50 am-3:05 pm

1 stop6h 15m

$469

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Wed 3/17

6:00 am-2:24 pm

2 stops9h 24m

Pensacola

Sun 3/21

3:35 pm-11:23 pm

1 stop6h 48m

$469

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Fri 4/9

3:45 pm-8:10 pm

1 stop5h 25m

Pensacola

Fri 4/16

6:25 am-4:20 pm

2 stops8h 55m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 12 resultsSorted by cheapest first
1
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Compare providers for flights from Portland to Pensacola

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Pensacola 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 Portland, Maine-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Pensacola 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 Portland, Maine-Pensacola 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 Portland to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Portland with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $384). Flying from Portland, Maine to Pensacola in June is currently the most expensive (average of $708). 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 Pensacola

Read reviews from past customers who have flown Delta and American Airlines from Portland to Pensacola. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.8

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Comfort

7.8

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Comfort

7.8

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Boarding

8.1

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

Related info for your journey

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

    For as low as $469, Delta can have you in Pensacola from Portland, Maine in 9h 30m. There are 1296 mi between Portland, Maine and Pensacola. This flight may include one or multiple stops.

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

    Delta, at $320, was found to be the cheapest airline from Portland, Maine to Pensacola. An alternate airline flying to your destination would be American Airlines. You may be able to fly from Portland, Maine to Pensacola for 38% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Pensacola 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 Portland, Maine to Pensacola?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $384). Flying from Portland, Maine to Pensacola in June is currently the most expensive (average of $708). 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 Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Atmore
Navarre
Gulf Breeze
Foley
Evergreen
Navarre Beach

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Top 2 airlines flying from Portland to Pensacola

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$320Average$502FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$368Average$481FlexibilityNo cancel feeOn-time71%

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