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Cheap flights from Portland, Maine to Pensacola from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Pensacola departing on 7/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland, Maine to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
Breeze Airways Logo
5:01 pm - 1:59 pm
PWM
-
PNS
21h 58m
2 stops
Breeze Airways Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$350Breeze Airways
Wed, Jun 3 - Wed, Jun 10
Breeze Airways Logo
11:07 am - 1:59 pm
PWM
-
PNS
27h 52m
1 stop
Breeze Airways Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$351Breeze Airways
Wed, Jun 3 - Wed, Jun 10
Breeze Airways Logo
5:01 pm - 1:59 pm
PWM
-
PNS
21h 58m
2 stops
Breeze Airways Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$364Breeze Airways
Wed, Jun 3 - Wed, Jun 10
Breeze Airways Logo
11:07 am - 1:59 pm
PWM
-
PNS
27h 52m
1 stop
Breeze Airways Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$368Breeze Airways
Wed, Jun 3 - Wed, Jun 10
Breeze Airways Logo
6:31 pm - 7:38 am
PWM
-
PNS
14h 07m
1 stop
Breeze Airways Logo
8:18 am - 9:08 am
PNS
-
PWM
23h 50m
1 stop
$375Breeze Airways
Wed, Oct 28 - Sun, Nov 1
Delta Logo
6:00 am - 12:51 pm
PWM
-
PNS
7h 51m
1 stop
Delta Logo
1:59 pm - 10:23 pm
PNS
-
PWM
7h 24m
1 stop
$387Delta
Tue, Oct 6 - Tue, Oct 13
Delta Logo
6:00 am - 12:51 pm
PWM
-
PNS
7h 51m
1 stop
Delta Logo
1:59 pm - 11:49 pm
PNS
-
PWM
8h 50m
2 stops
$392Delta
Tue, Oct 6 - Tue, Oct 13
Multiple Airlines Logo
6:31 pm - 8:55 am
PWM
-
PNS
15h 24m
2 stops
Multiple Airlines Logo
3:15 pm - 9:08 am
PNS
-
PWM
16h 53m
1 stop
$406Multiple Airlines
Wed, Oct 28 - Sun, Nov 1
Delta Logo
6:05 am - 12:37 pm
PWM
-
PNS
7h 32m
1 stop
Delta Logo
6:00 am - 1:07 pm
PNS
-
PWM
6h 07m
1 stop
$407Delta
Thu, Aug 6 - Mon, Aug 10
Delta Logo
6:05 am - 12:37 pm
PWM
-
PNS
7h 32m
1 stop
Delta Logo
4:00 pm - 12:59 am
PNS
-
PWM
7h 59m
2 stops
$412Delta
Thu, Aug 6 - Mon, Aug 10

Southwest flights from Portland, Maine to Pensacola

Our best Southwest deals on Portland, Maine to Pensacola flight tickets
Southwest
Jul 25
PWM5:35 amPortland
9h 40m
2 stops
PNS2:15 pmPensacola
Aug 1
PNS7:45 amPensacola
12h 15m
2 stops
PWM9:00 pmPortland
$565
Southwest
Jun 23
PWM5:30 amPortland
8h 55m
2 stops
PNS1:25 pmPensacola
Jun 28
PNS10:35 amPensacola
12h 30m
2 stops
PWM12:05 amPortland
$646

Delta flights from Portland, Maine to Pensacola

Our best Delta deals on Portland, Maine to Pensacola flight tickets
Delta
Oct 6
PWM6:00 amPortland
7h 51m
1 stop
PNS12:51 pmPensacola
Oct 13
PNS1:59 pmPensacola
7h 24m
1 stop
PWM10:23 pmPortland
$387
Delta
Oct 6
PWM6:00 amPortland
7h 51m
1 stop
PNS12:51 pmPensacola
Oct 13
PNS1:59 pmPensacola
8h 50m
2 stops
PWM11:49 pmPortland
$392
Delta
Aug 6
PWM6:05 amPortland
7h 32m
1 stop
PNS12:37 pmPensacola
Aug 10
PNS6:00 amPensacola
6h 07m
1 stop
PWM1:07 pmPortland
$407

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine 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, momondo users made 832,500 searches. Data last updated May 13, 2026.
Use the filters below to find and compare flights from Portland, Maine to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 6/3

5:01 pm-1:59 pm

2 stops21h 58m

Pensacola

Wed 6/10

10:26 am-4:16 pm

1 stop4h 50m

$350

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 6/3

11:07 am-1:59 pm

1 stop27h 52m

Pensacola

Wed 6/10

10:26 am-4:16 pm

1 stop4h 50m

$351

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 6/3

5:01 pm-1:59 pm

2 stops21h 58m

Pensacola

Wed 6/10

10:26 am-4:16 pm

1 stop4h 50m

$364

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 6/3

11:07 am-1:59 pm

1 stop27h 52m

Pensacola

Wed 6/10

10:26 am-4:16 pm

1 stop4h 50m

$368

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 10/28

6:31 pm-7:38 am

1 stop14h 07m

Pensacola

Sun 11/1

8:18 am-9:08 am

1 stop23h 50m

$375

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 10/6

6:00 am-12:51 pm

1 stop7h 51m

Pensacola

Tue 10/13

1:59 pm-10:23 pm

1 stop7h 24m

$387

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 10/6

6:00 am-12:51 pm

1 stop7h 51m

Pensacola

Tue 10/13

1:59 pm-11:49 pm

2 stops8h 50m

$392

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 10/28

6:31 pm-8:55 am

2 stops15h 24m

Pensacola

Sun 11/1

3:15 pm-9:08 am

1 stop16h 53m

$406
Quickest round-trip

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

6:05 am-12:37 pm

1 stop7h 32m

Pensacola

Mon 8/10

6:00 am-1:07 pm

1 stop6h 07m

$407

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

6:05 am-12:37 pm

1 stop7h 32m

Pensacola

Mon 8/10

4:00 pm-12:59 am

2 stops7h 59m

$412

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Pensacola from

How to get the cheapest flight ticket from Portland, Maine to Pensacola

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland, Maine and Pensacola?

What is the cheapest month to fly to Pensacola?

The cheapest month to fly to Pensacola from Portland, Maine is in September. Flight prices, which tend to average around $312, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Pensacola from Portland, Maine during August instead. Flights to Pensacola in August, while not as cheap as those in September, still average around $316.

Can stopping save me money on Portland, Maine to Pensacola flights?

You could potentially save up to 11% on your flight if you consider stops on a Portland, Maine to Pensacola flight.

How have Portland, Maine to Pensacola flight prices changed over time?

When to book flights from Portland, Maine to Pensacola

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Pensacola according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Pensacola (PWM to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Pensacola

Fastest flight time

5h 35m

Direct flights

None
The fastest flight from Portland, Maine to Pensacola takes 5h 35m
There are no direct flights from Portland, Maine to Pensacola. There are no popular flight routes from Portland, Maine to Pensacola.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Pensacola

  • How far is Portland to Pensacola by plane?

    The distance between Portland and Pensacola is about 1302.5 mi. A reasonable flight in good conditions will take 5h 35m.

  • When did momondo last update prices for flights from Portland Airport to Pensacola Airport?

    Prices for flights from Portland Airport to Pensacola Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Pensacola Airport?

  • How old do you have to be to fly from Portland Airport to Pensacola Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The travel and health documents required for your trip to Pensacola Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pensacola Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Portland, Maine to Pensacola?

Best airlines flying from Portland, Maine to Pensacola

Compare and see reviews for airlines that fly from Portland, Maine to Pensacola with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $249Free CancellationRating
7.9
8,450 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Pensacola Beach
Orange Beach
Foley
Navarre
Navarre Beach
Perdido Key
Atmore
Gulf Breeze
Milton
Evergreen
Warrington

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Pensacola?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Pensacola. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Portland to Pensacola with flexible booking policies on momondo?

Flights from Portland to Pensacola with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Pensacola?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pensacola from Portland.

I’m not ready to book a flight from Portland to Pensacola right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Portland to Pensacola flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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