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$287+ Cheap flights from Portland, ME to Pensacola (PWM - PNS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Portland to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Pensacola (PNS). 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 septiembre 15, 2025.

Round-trip from

$287
(American Airlines)

Popular in

September

Cheapest in

August

Average price

$685
From Portland to Pensacola
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Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Portland to Pensacola

Cheapest flights from Portland to Pensacola
Explore the most affordable flight options available from Portland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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.
mié. 10/226:00 amPWM - PNS
1 stop5h 13mAmerican Airlines
lun. 10/2711:13 amPNS - PWM
1 stop4h 56mAmerican Airlines
Deal found 9/15$287
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/241:30 pmPWM - PNS
1 stop9h 25mSouthwest
mar. 10/2810:10 amPNS - PWM
2 stops8h 45mSouthwest
Deal found 9/15$298
This American Airlines deal was found by Cheapflights users on 9/15. 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.
jue. 10/235:59 pmPWM - PNS
1 stop5h 33mAmerican Airlines
dom. 10/266:17 amPNS - PWM
1 stop6h 01mAmerican Airlines
Deal found 9/15$328
This American Airlines deal was found by Cheapflights users on 9/15. 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.
jue. 11/135:43 amPWM - PNS
2 stops11h 24mAmerican Airlines
dom. 11/165:14 pmPNS - PWM
1 stop5h 45mAmerican Airlines
Deal found 9/15$333
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:00 amPWM - PNS
1 stop5h 41mDelta
lun. 12/83:44 pmPNS - PWM
1 stop5h 33mDelta
Deal found 9/13$347
This American Airlines deal was found by Cheapflights users on 9/13. 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.
vie. 12/55:46 amPWM - PNS
2 stops11h 45mAmerican Airlines
lun. 12/85:05 pmPNS - PWM
1 stop5h 32mAmerican Airlines
Deal found 9/13$352
This American Airlines deal was found by Cheapflights users on 9/14. 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.
lun. 10/207:44 amPWM - PNS
1 stop5h 52mAmerican Airlines
jue. 10/231:16 pmPNS - PWM
1 stop6h 31mAmerican Airlines
Deal found 9/14$358
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/131:25 pmPWM - PNS
1 stop7h 46mDelta
dom. 11/166:00 amPNS - PWM
1 stop5h 30mDelta
Deal found 9/15$362
This American Airlines deal was found by Cheapflights users on 9/13. 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.
sáb. 10/185:12 pmPWM - PNS
1 stop4h 59mAmerican Airlines
mié. 10/291:53 pmPNS - PWM
1 stop7h 17mAmerican Airlines
Deal found 9/13$388

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Pensacola 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 septiembre 15, 2025.
Use the filters below to find and compare flights from Portland to Pensacola that are best for you.

Fly from

Portland

Fly to

Pensacola

Route

Depart

Return

Price

PortlandPensacola

PWM - PNS

PWMPNS

Portland

vie. 10/24

1:30 pm-9:55 pm

1 stop9h 25m

Pensacola

mar. 10/28

7:40 am-1:20 pm

1 stop4h 40m

$292

PortlandPensacola

PWM - PNS

PWMPNS

Portland

jue. 10/23

5:59 pm-10:32 pm

1 stop5h 33m

Pensacola

dom. 10/26

6:17 am-1:18 pm

1 stop6h 01m

$328

PortlandPensacola

PWM - PNS

PWMPNS

Portland

lun. 10/20

7:44 am-12:36 pm

1 stop5h 52m

Pensacola

jue. 10/23

1:16 pm-8:47 pm

1 stop6h 31m

$358

PortlandPensacola

PWM - PNS

PWMPNS

Portland

jue. 11/13

5:43 am-4:07 pm

2 stops11h 24m

Pensacola

dom. 11/16

5:14 pm-11:59 pm

1 stop5h 45m

$363

PortlandPensacola

PWM - PNS

PWMPNS

Portland

vie. 12/5

5:46 am-4:31 pm

2 stops11h 45m

Pensacola

lun. 12/8

1:51 pm-11:37 pm

2 stops8h 46m

$393

PortlandPensacola

PWM - PNS

PWMPNS

Portland

vie. 2/20

6:00 am-6:08 pm

2 stops13h 08m

Pensacola

mié. 2/25

10:29 am-11:21 pm

2 stops11h 52m

$428

PortlandPensacola

PWM - PNS

PWMPNS

Portland

vie. 10/10

5:59 pm-10:32 pm

1 stop5h 33m

Pensacola

mar. 10/14

1:16 pm-8:18 pm

1 stop6h 02m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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
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 Portland to Pensacola

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

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $303). Flying from Portland, Maine to Pensacola in March is currently the most expensive (average of $415). 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.

What is the cheapest time of day to fly from PWM to PNS?

Find hourly flight availability from Portland to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 15, 2025.

One of the essential ways to save on airfare from Portland, Maine to Pensacola is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 20% on airfare.

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated septiembre 15, 2025.
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.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Portland to Pensacola. 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 Portland, Maine to Pensacola?

    For as low as $328, Southwest can have you in Pensacola from Portland, Maine in 5h 33m. 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 $312, 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 30% 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, September is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $303). Flying from Portland, Maine to Pensacola in March is currently the most expensive (average of $415). 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
Gulf Breeze
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Top 2 airlines flying from Portland to Pensacola

Discover the top 2 airlines that operate flights from Portland to Pensacola. 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 septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$432FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$316Average$450FlexibilityNo cancel feeOn-time71%

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