HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$165+ Cheap flights from Pensacola to Portland, ME (PNS - PWM)

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — PWM
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Pensacola to Portland 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 Pensacola to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to Portland (PWM). 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 January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$265
(Delta)

One-way from

$165
(Southwest)

Popular in

April

Cheapest in

September

Average price

$376
Provider with most accurate pricing for Pensacola-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Portland flights.
Search Deals
From Pensacola to Portland
Search Deals
One-way flight from Pensacola to Portland
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($92 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find flight deals from Pensacola to Portland

Cheapest flights from Pensacola to Portland
Explore the most affordable flight options available from Pensacola to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 6, 2026.

This Delta deal was found by Cheapflights users on 1/5. 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.
Wed 4/12:45 pmPNS - PWM
1 stop7h 37mDelta
Tue 4/75:18 amPWM - PNS
1 stop5h 48mDelta
Deal found 1/5$265
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Thu 1/295:33 pmPNS - PWM
1 stop14h 34mMultiple Airlines
Mon 2/29:47 amPWM - PNS
1 stop7h 50mMultiple Airlines
Deal found 1/5$279
This American Airlines deal was found by Cheapflights users on 1/6. 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 5/55:00 amPNS - PWM
1 stop6h 38mAmerican Airlines
Tue 5/121:18 pmPWM - PNS
1 stop8h 09mAmerican Airlines
Deal found 1/6$306
This American Airlines deal was found by Cheapflights users on 1/5. 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 1/2912:39 pmPNS - PWM
2 stops9h 15mAmerican Airlines
Mon 2/26:00 amPWM - PNS
2 stops11h 44mAmerican Airlines
Deal found 1/5$336
This Delta deal was found by Cheapflights users on 1/5. 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.
Wed 4/12:45 pmPNS - PWM
1 stop7h 37mDelta
Fri 4/35:18 amPWM - PNS
1 stop6h 53mDelta
Deal found 1/5$346
This United Airlines deal was found by Cheapflights users on 1/6. 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.
Tue 5/51:56 pmPNS - PWM
2 stops9h 03mUnited Airlines
Tue 5/125:30 amPWM - PNS
2 stops8h 24mUnited Airlines
Deal found 1/6$356
This Delta deal was found by Cheapflights users on 1/5. 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.
Wed 4/18:15 amPNS - PWM
2 stops7h 53mDelta
Mon 4/611:46 amPWM - PNS
2 stops8h 57mDelta
Deal found 1/5$357
This Delta deal was found by Cheapflights users on 1/5. 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 3/319:15 amPNS - PWM
2 stops6h 53mDelta
Wed 4/85:18 amPWM - PNS
1 stop6h 53mDelta
Deal found 1/5$371

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Portland 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 January 6, 2026.
Use the filters below to find and compare flights from Pensacola to Portland that are best for you.

Fly from

Pensacola

Fly to

Portland

Route

Depart

Return

Price

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Wed 4/1

2:45 pm-11:22 pm

1 stop7h 37m

Portland

Tue 4/7

5:18 am-10:06 am

1 stop5h 48m

$265

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Tue 5/5

1:14 pm-12:46 am

2 stops10h 32m

Portland

Tue 5/12

1:35 pm-8:40 pm

1 stop8h 05m

$270

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Thu 4/2

2:45 pm-11:22 pm

1 stop7h 37m

Portland

Wed 4/8

5:18 am-11:11 am

1 stop6h 53m

$346

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Wed 4/1

2:45 pm-11:22 pm

1 stop7h 37m

Portland

Sat 4/4

5:18 am-11:11 am

1 stop6h 53m

$346

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Tue 5/5

1:56 pm-11:59 pm

2 stops9h 03m

Portland

Tue 5/12

5:30 am-12:54 pm

2 stops8h 24m

$356

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Wed 4/1

8:15 am-5:08 pm

2 stops7h 53m

Portland

Mon 4/6

11:46 am-7:43 pm

2 stops8h 57m

$357

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Tue 3/31

9:15 am-5:08 pm

2 stops6h 53m

Portland

Tue 4/7

5:18 am-10:06 am

1 stop5h 48m

$371

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Wed 4/1

8:15 am-5:08 pm

2 stops7h 53m

Portland

Sun 4/5

6:03 am-3:09 pm

2 stops10h 06m

$377

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Tue 3/31

9:15 am-5:08 pm

2 stops6h 53m

Portland

Wed 4/8

11:46 am-8:29 pm

2 stops9h 43m

$377

PensacolaPortland

PNS - PWM

PNSPWM

Pensacola

Mon 3/30

8:15 am-11:59 pm

2 stops14h 44m

Portland

Tue 4/7

4:48 pm-11:13 pm

2 stops7h 25m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 18 results
1
2

Compare providers for flights from Pensacola to Portland

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 Pensacola to Portland in January.
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 Pensacola-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pensacola-Portland, Maine flight deals on Cheapflights vs. eDreams >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 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 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
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 Pensacola to Portland

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

Currently, March is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $82). Flying from Pensacola to Portland, Maine in November is currently the most expensive (average of $284). 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

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated January 6, 2026.
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.
Delta
7.9
Good
8,018 reviews

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,018 reviews
Delta
7.9
Good
8,018 reviews

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,084 reviews
Delta
7.9
Good
8,018 reviews

Crew

8.5

Food

7.2

Boarding

8.1

Entertainment

7.8

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    There are many flights that can get you from Pensacola to Portland, Maine in 7h 37m. Fly via Delta or United Airlines to get the fastest option. Pensacola and Portland, Maine are separated by a distance of 1296 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $158. Another airline that can offer you cheap pricing is American Airlines. These flights start at 68% 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, March is the cheapest month in which you can book a flight from Pensacola to Portland, Maine (average of $82). Flying from Pensacola to Portland, Maine in November is currently the most expensive (average of $284). 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
North Conway
Brunswick
Auburn
Conway

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 Pensacola to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Boston flights
Orlando to Boston flights
Fort Lauderdale to Boston flights
Miami to Boston flights
Jacksonville to Boston flights
West Palm Beach to Boston flights
Fort Myers to Boston flights
Sarasota to Boston flights
Daytona Beach to Boston flights
Orlando to Portland flights
Orlando to Bangor flights
Jacksonville to Portland flights
Pensacola to Boston flights
Fort Myers to Portland flights
Valparaiso to Boston flights
Key West to Boston flights
West Palm Beach to Portland flights
Gainesville to Boston flights
Fort Lauderdale to Portland flights
Miami to Portland flights
Tampa to Portland flights
Tallahassee to Boston flights
Panama City to Boston flights
Fort Myers to Bangor flights
Sarasota to Portland flights
Key West to Portland flights
Melbourne to Boston flights
Tampa to Bangor flights
Sarasota to Bangor flights
Orlando to Augusta flights
Gainesville to Portland flights
Miami to Bangor flights
Tampa to Bar Harbor flights
Fort Myers to Augusta flights
Pensacola to Bangor flights
West Palm Beach to Bangor flights
Orlando to Bar Harbor flights
Valparaiso to Portland flights
Fort Lauderdale to Augusta flights
Panama City to Portland flights
Tampa to Augusta flights
Orlando to Presque Isle flights
Fort Lauderdale to Bangor flights
West Palm Beach to Augusta flights
Fort Myers to Bar Harbor flights
Fort Myers to Rockland flights
Daytona Beach to Portland flights
West Palm Beach to Presque Isle flights
West Palm Beach to Rockland flights

Top 2 airlines flying from Pensacola to Portland

Discover the top 2 airlines that operate flights from Pensacola to Portland. 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$414FlexibilityNo 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.