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Cheap flights from Portland, Maine to Pensacola from $151

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 9/30. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Pensacola

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:30 am - 10:37 am
PWM
-
PNS
6h 07m
1 stop
American Airlines Logo
3:06 pm - 11:37 pm
PNS
-
PWM
7h 31m
1 stop
$341American Airlines
Thu, Aug 6 - Mon, Aug 10
Delta Logo
2:14 pm - 7:20 pm
PWM
-
PNS
6h 06m
1 stop
Delta Logo
1:25 pm - 12:59 am
PNS
-
PWM
10h 34m
2 stops
$346Delta
Thu, Aug 6 - Mon, Aug 10
Delta Logo
4:47 pm - 11:44 pm
PWM
-
PNS
7h 57m
2 stops
Delta Logo
1:25 pm - 11:30 pm
PNS
-
PWM
9h 05m
2 stops
$351Delta
Thu, Aug 6 - Mon, Aug 10
Breeze Airways Logo
5:09 pm - 7:38 am
PWM
-
PNS
15h 29m
2 stops
Breeze Airways Logo
8:18 am - 9:08 am
PNS
-
PWM
23h 50m
1 stop
$362Breeze Airways
Wed, Oct 28 - Sun, Nov 1
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
$364Breeze Airways
Wed, Oct 28 - Sun, Nov 1
Delta Logo
6:00 am - 12:51 pm
PWM
-
PNS
7h 51m
1 stop
Delta Logo
7:00 am - 7:29 pm
PNS
-
PWM
11h 29m
2 stops
$366Delta
Thu, Oct 29 - Tue, Nov 3
American Airlines Logo
5:30 am - 10:37 am
PWM
-
PNS
6h 07m
1 stop
American Airlines Logo
3:06 pm - 11:37 pm
PNS
-
PWM
7h 31m
1 stop
$375American Airlines
Thu, Aug 6 - Mon, Aug 10
Breeze Airways Logo
9:52 am - 3:30 pm
PWM
-
PNS
6h 38m
1 stop
Breeze Airways Logo
9:15 am - 9:19 pm
PNS
-
PWM
11h 04m
2 stops
$377Breeze Airways
Fri, Jul 17 - Tue, Jul 21
Delta Logo
4:47 pm - 11:44 pm
PWM
-
PNS
7h 57m
2 stops
Delta Logo
4:00 pm - 11:13 pm
PNS
-
PWM
6h 13m
1 stop
$380Delta
Thu, Aug 6 - Mon, Aug 10
Delta Logo
4:47 pm - 11:44 pm
PWM
-
PNS
7h 57m
2 stops
Delta Logo
1:25 pm - 11:30 pm
PNS
-
PWM
9h 05m
2 stops
$386Delta
Thu, Aug 6 - Mon, Aug 10

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American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
Aug 6
PWM5:30 amPortland
6h 07m
1 stop
PNS10:37 amPensacola
Aug 10
PNS3:06 pmPensacola
7h 31m
1 stop
PWM11:37 pmPortland
$341
American Airlines
Aug 6
PWM5:30 amPortland
6h 07m
1 stop
PNS10:37 amPensacola
Aug 10
PNS3:06 pmPensacola
7h 31m
1 stop
PWM11:37 pmPortland
$375
American Airlines
Jul 17
PWM6:01 pmPortland
6h 45m
1 stop
PNS11:46 pmPensacola
Jul 21
PNS3:47 pmPensacola
7h 12m
1 stop
PWM11:59 pmPortland
$417

Breeze Airways flights from Portland, Maine to Pensacola

Our best Breeze Airways deals on Portland, Maine to Pensacola flight tickets
Breeze Airways
Oct 28
PWM5:09 pmPortland
15h 29m
2 stops
PNS7:38 amPensacola
Nov 1
PNS8:18 amPensacola
23h 50m
1 stop
PWM9:08 amPortland
$362
Breeze Airways
Oct 28
PWM6:31 pmPortland
14h 07m
1 stop
PNS7:38 amPensacola
Nov 1
PNS8:18 amPensacola
23h 50m
1 stop
PWM9:08 amPortland
$364
Breeze Airways
Jul 17
PWM9:52 amPortland
6h 38m
1 stop
PNS3:30 pmPensacola
Jul 21
PNS9:15 amPensacola
11h 04m
2 stops
PWM9:19 pmPortland
$377

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 July 1, 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
Quickest round-trip

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

5:30 am-10:37 am

1 stop6h 07m

Pensacola

Mon 8/10

3:06 pm-11:37 pm

1 stop7h 31m

$341

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

2:14 pm-7:20 pm

1 stop6h 06m

Pensacola

Mon 8/10

1:25 pm-12:59 am

2 stops10h 34m

$346

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

4:47 pm-11:44 pm

2 stops7h 57m

Pensacola

Mon 8/10

1:25 pm-11:30 pm

2 stops9h 05m

$351

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 10/28

5:09 pm-7:38 am

2 stops15h 29m

Pensacola

Sun 11/1

8:18 am-9:08 am

1 stop23h 50m

$362

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

$364

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 10/29

6:00 am-12:51 pm

1 stop7h 51m

Pensacola

Tue 11/3

7:00 am-7:29 pm

2 stops11h 29m

$366

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

5:30 am-10:37 am

1 stop6h 07m

Pensacola

Mon 8/10

3:06 pm-11:37 pm

1 stop7h 31m

$375

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 7/17

9:52 am-3:30 pm

1 stop6h 38m

Pensacola

Tue 7/21

9:15 am-9:19 pm

2 stops11h 04m

$377

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

4:47 pm-11:44 pm

2 stops7h 57m

Pensacola

Mon 8/10

4:00 pm-11:13 pm

1 stop6h 13m

$380

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 8/6

4:47 pm-11:44 pm

2 stops7h 57m

Pensacola

Mon 8/10

1:25 pm-11:30 pm

2 stops9h 05m

$386

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 October instead. Flights to Pensacola in October, while not as cheap as those in September, still average around $328.

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

You could potentially save up to 14% 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

6h 06m

Direct flights

None
The fastest flight from Portland, Maine to Pensacola takes 6h 06m
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 6h 06m.

  • 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
7.8
8,452 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.1
11,766 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 Beach
Navarre
Atmore
Gulf Breeze
Perdido Key
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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