HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Pensacola

$176+ Cheap flights from Portland, ME to Pensacola (PWM - PNS)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — PNS
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Pensacola with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Pensacola

Best flights from Portland to Pensacola
Discover carefully curated flight deals from Portland to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/28. 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.
Fri 1/1611:29 amPWM - PNS
1 stop24h 09mMultiple Airlines
Tue 1/205:33 pmPNS - PWM
1 stop15h 49mMultiple Airlines
Deal found 12/28$297
This American Airlines deal was found by Cheapflights users on 12/30. 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.
Sat 2/77:00 amPWM - PNS
1 stop5h 24mAmerican Airlines
Sat 2/144:21 pmPNS - PWM
1 stop5h 29mAmerican Airlines
Deal found 12/30$326
This United Airlines deal was found by Cheapflights users on 12/30. 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.
Sat 2/78:40 amPWM - PNS
2 stops10h 36mUnited Airlines
Sat 2/142:10 pmPNS - PWM
1 stop5h 59mUnited Airlines
Deal found 12/30$411
This Delta deal was found by Cheapflights users on 12/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/136:00 amPWM - PNS
1 stop7h 14mDelta
Tue 1/204:15 pmPNS - PWM
1 stop5h 12mDelta
Deal found 12/28$421
This American Airlines deal was found by Cheapflights users on 12/27. 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 2/175:31 amPWM - PNS
2 stops10h 55mAmerican Airlines
Tue 2/243:56 pmPNS - PWM
2 stops6h 55mAmerican Airlines
Deal found 12/27$361
This Kiwi.com deal was found by Cheapflights users on 12/28. 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 3/186:18 pmPWM - PNS
1 stop14h 17mMultiple Airlines
Wed 3/254:45 pmPNS - PWM
2 stops41h 04mMultiple Airlines
Deal found 12/28$392
This American Airlines deal was found by Cheapflights users on 12/28. 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.
Mon 1/265:07 pmPWM - PNS
1 stop5h 36mAmerican Airlines
Mon 2/26:00 amPNS - PWM
1 stop5h 06mAmerican Airlines
Deal found 12/28$377
This American Airlines deal was found by Cheapflights users on 12/28. 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.
Mon 2/212:46 pmPWM - PNS
2 stops12h 00mAmerican Airlines
Fri 2/612:09 pmPNS - PWM
2 stops9h 45mAmerican Airlines
Deal found 12/28$412
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/135:07 pmPWM - PNS
1 stop5h 36mAmerican Airlines
Sat 1/176:00 amPNS - PWM
1 stop5h 06mAmerican Airlines
Deal found 12/29$421
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/157:00 amPWM - PNS
1 stop5h 54mAmerican Airlines
Sun 1/183:41 pmPNS - PWM
1 stop5h 26mAmerican Airlines
Deal found 12/29$421

Find 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 December 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Kiwi.com)

One-way from

$176
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$482
Provider with most accurate pricing for Portland-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Pensacola flights.
Search Deals
From Portland to Pensacola
Search Deals
One-way flight from Portland to Pensacola
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 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

Fri 1/16

11:29 am-10:38 am

1 stop24h 09m

Pensacola

Tue 1/20

5:33 pm-10:22 am

1 stop15h 49m

$297

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 2/7

7:00 am-11:24 am

1 stop5h 24m

Pensacola

Sat 2/14

4:21 pm-10:50 pm

1 stop5h 29m

$326

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 2/17

5:31 am-3:26 pm

2 stops10h 55m

Pensacola

Tue 2/24

3:56 pm-11:51 pm

2 stops6h 55m

$361

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 1/26

5:07 pm-9:43 pm

1 stop5h 36m

Pensacola

Mon 2/2

6:00 am-12:06 pm

1 stop5h 06m

$377

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 3/18

6:18 pm-7:35 am

1 stop14h 17m

Pensacola

Wed 3/25

4:45 pm-10:49 am

2 stops41h 04m

$392

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 2/7

8:40 am-6:16 pm

2 stops10h 36m

Pensacola

Sat 2/14

2:10 pm-9:09 pm

1 stop5h 59m

$411

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 2/2

12:46 pm-11:46 pm

2 stops12h 00m

Pensacola

Fri 2/6

12:09 pm-10:54 pm

2 stops9h 45m

$412

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 1/13

6:00 am-12:14 pm

1 stop7h 14m

Pensacola

Tue 1/20

4:15 pm-10:27 pm

1 stop5h 12m

$421

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 1/13

5:07 pm-9:43 pm

1 stop5h 36m

Pensacola

Sat 1/17

6:00 am-12:06 pm

1 stop5h 06m

$421

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/15

7:00 am-11:54 am

1 stop5h 54m

Pensacola

Sun 1/18

3:41 pm-10:07 pm

1 stop5h 26m

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 17 results
1
2

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 December.
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 $238). 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

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 December 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
8,017 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,017 reviews
Delta
7.9
Good
8,017 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,073 reviews
Delta
7.9
Good
8,017 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $326, American Airlines can have you in Pensacola from Portland, Maine in 5h 24m. There are 1296 mi between Portland, Maine and Pensacola.

  • 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 24% 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 $238). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Pensacola

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Fort Lauderdale flights
Boston to Orlando flights
Boston to Miami flights
Boston to Tampa flights
Boston to Fort Myers flights
Boston to West Palm Beach flights
Boston to Sarasota flights
Boston to Key West flights
Boston to Jacksonville flights
Boston to Daytona Beach flights
Portland to Orlando flights
Boston to St Petersburg flights
Boston to Panama City flights
Boston to Valparaiso flights
Boston to Orlando Sanford Intl flights
Portland to Fort Myers flights
Boston to Pensacola flights
Portland to Miami flights
Portland to Fort Lauderdale flights
Portland to Tampa flights
Bangor to Orlando Sanford Intl flights
Portland to West Palm Beach flights
Portland to Jacksonville flights
Boston to Melbourne flights
Bangor to Orlando flights
Bangor to Pensacola flights
Portland to Key West flights
Boston to Gainesville flights
Bangor to Miami flights
Portland to Sarasota flights
Bangor to Fort Lauderdale flights
Bangor to Jacksonville flights
Bangor to Tampa flights
Boston to Tallahassee flights
Bangor to St Petersburg flights
Bangor to Sarasota flights
Bangor to Fort Myers flights
Boston to Punta Gorda flights
Bangor to Key West flights
Portland to Panama City flights
Bangor to West Palm Beach flights
Portland to Daytona Beach flights
Augusta to Fort Myers flights
Boston to Valdosta flights
Rockland to Fort Myers flights
Augusta to Orlando flights
Rockland to Orlando flights
Augusta to Fort Lauderdale flights
Portland to Melbourne flights

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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$423FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$316Average$448FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.