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Pensacola

$303+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Wed 11/1211:21 amPWM - PNS
1 stop5h 43mMultiple Airlines
Sun 11/1611:17 amPNS - PWM
1 stop20h 49mMultiple Airlines
Deal found 10/28$303
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 12/56:08 amPWM - PNS
1 stop5h 33mDelta
Mon 12/83:44 pmPNS - PWM
1 stop5h 39mDelta
Deal found 10/29$375
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/512:23 pmPWM - PNS
2 stops12h 26mAmerican Airlines
Mon 12/85:05 pmPNS - PWM
1 stop5h 32mAmerican Airlines
Deal found 10/28$380
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/206:00 amPWM - PNS
1 stop7h 10mDelta
Sun 11/237:00 amPNS - PWM
1 stop4h 30mDelta
Deal found 10/29$467
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:30 amPWM - PNS
2 stops8h 45mUnited Airlines
Sun 11/2311:00 amPNS - PWM
2 stops11h 59mUnited Airlines
Deal found 10/29$477

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$316
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$341
Provider with most accurate pricing for Portland-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Pensacola flights.
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From Portland to Pensacola
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 30, 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

Mon 1/26

7:00 am-11:24 am

1 stop5h 24m

Pensacola

Mon 1/26

5:14 pm-11:43 pm

1 stop5h 29m

$343

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 1/24

6:00 am-12:14 pm

1 stop7h 14m

Pensacola

Mon 1/26

1:50 pm-10:29 pm

1 stop7h 39m

$350

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 1/21

5:30 am-12:45 pm

1 stop8h 15m

Pensacola

Sat 1/24

12:55 pm-7:38 pm

1 stop5h 43m

$350

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 1/26

5:30 am-10:28 am

1 stop5h 58m

Pensacola

Mon 1/26

4:04 pm-12:20 am

2 stops7h 16m

$369

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 12/5

5:34 am-11:51 am

1 stop7h 17m

Pensacola

Mon 12/8

5:05 pm-11:37 pm

1 stop5h 32m

$375

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 4/9

3:15 pm-4:06 pm

2 stops25h 51m

$339

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 4/7

4:48 pm-10:06 pm

2 stops30h 18m

$939

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Compare providers for flights from Portland to Pensacola

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 Portland to Pensacola in October.
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 Portland, Maine-Pensacola flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Pensacola flight deals on Cheapflights vs. eDreams >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 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 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
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, June is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $84). Flying from Portland, Maine to Pensacola in November is currently the most expensive (average of $252). 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 October 30, 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 19% 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 October 30, 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
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $343, American Airlines can have you in Pensacola from Portland, Maine in 5h 24m. 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 $298, 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 32% 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, June is the cheapest month in which you can book a flight from Portland, Maine to Pensacola (average of $84). Flying from Portland, Maine to Pensacola in November is currently the most expensive (average of $252). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$298Average$425FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$316Average$452FlexibilityNo cancel feeOn-time71%

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