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Cheap flights from Portland, Maine to Pensacola from $154

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 5/15. 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

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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.
Multiple Airlines Logo
10:57 am - 9:38 pm
PWM
-
PNS
11h 41m
1 stop
Multiple Airlines Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$280Multiple Airlines
Wed, Apr 29 - Wed, May 6
Multiple Airlines Logo
9:52 am - 3:53 pm
PWM
-
PNS
7h 01m
1 stop
Multiple Airlines Logo
5:58 pm - 4:16 pm
PNS
-
PWM
45h 18m
2 stops
$334Multiple Airlines
Fri, May 15 - Mon, May 18
Multiple Airlines Logo
10:57 am - 8:23 pm
PWM
-
PNS
34h 26m
2 stops
Multiple Airlines Logo
10:26 am - 4:16 pm
PNS
-
PWM
4h 50m
1 stop
$343Multiple Airlines
Wed, Apr 29 - Wed, May 6
Multiple Airlines Logo
9:52 am - 3:53 pm
PWM
-
PNS
7h 01m
1 stop
Multiple Airlines Logo
5:58 pm - 4:16 pm
PNS
-
PWM
45h 18m
2 stops
$357Multiple Airlines
Fri, May 15 - Mon, May 18
United Airlines Logo
6:00 am - 1:09 pm
PWM
-
PNS
8h 09m
1 stop
United Airlines Logo
2:11 pm - 11:59 pm
PNS
-
PWM
8h 48m
2 stops
$372United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
5:30 am - 1:09 pm
PWM
-
PNS
8h 39m
2 stops
United Airlines Logo
2:11 pm - 11:59 pm
PNS
-
PWM
8h 48m
2 stops
$378United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
6:00 am - 1:09 pm
PWM
-
PNS
8h 09m
1 stop
United Airlines Logo
2:11 pm - 11:59 pm
PNS
-
PWM
8h 48m
2 stops
$382United Airlines
Tue, May 5 - Wed, May 6
Multiple Airlines Logo
9:47 am - 9:14 pm
PWM
-
PNS
12h 27m
1 stop
Multiple Airlines Logo
4:31 pm - 10:17 am
PNS
-
PWM
16h 46m
1 stop
$384Multiple Airlines
Mon, Apr 13 - Fri, Apr 17
Multiple Airlines Logo
9:47 am - 1:16 pm
PWM
-
PNS
28h 29m
2 stops
Multiple Airlines Logo
6:36 am - 10:17 am
PNS
-
PWM
26h 41m
1 stop
$386Multiple Airlines
Mon, Apr 13 - Fri, Apr 17
United Airlines Logo
5:30 am - 1:09 pm
PWM
-
PNS
8h 39m
2 stops
United Airlines Logo
2:11 pm - 11:59 pm
PNS
-
PWM
8h 48m
2 stops
$387United Airlines
Tue, May 5 - Wed, May 6

American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
May 4
PWM6:00 amPortland
5h 16m
1 stop
PNS10:16 amPensacola
May 11
PNS4:31 pmPensacola
5h 15m
1 stop
PWM10:46 pmPortland
$405
American Airlines
May 20
PWM6:00 amPortland
5h 16m
1 stop
PNS10:16 amPensacola
May 23
PNS4:41 pmPensacola
5h 03m
1 stop
PWM10:44 pmPortland
$407
American Airlines
May 16
PWM6:00 amPortland
5h 16m
1 stop
PNS10:16 amPensacola
May 23
PNS4:41 pmPensacola
5h 03m
1 stop
PWM10:44 pmPortland
$412

United Airlines flights from Portland, Maine to Pensacola

Our best United Airlines deals on Portland, Maine to Pensacola flight tickets
United Airlines
May 5
PWM6:00 amPortland
8h 09m
1 stop
PNS1:09 pmPensacola
May 6
PNS2:11 pmPensacola
8h 48m
2 stops
PWM11:59 pmPortland
$372
United Airlines
May 5
PWM5:30 amPortland
12h 23m
2 stops
PNS4:53 pmPensacola
May 6
PNS2:11 pmPensacola
8h 48m
2 stops
PWM11:59 pmPortland
$378
United Airlines
May 5
PWM6:00 amPortland
8h 09m
1 stop
PNS1:09 pmPensacola
May 6
PNS2:11 pmPensacola
8h 48m
2 stops
PWM11:59 pmPortland
$382

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 April 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

Wed 4/29

10:57 am-9:38 pm

1 stop11h 41m

Pensacola

Wed 5/6

10:26 am-4:16 pm

1 stop4h 50m

$280

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 5/15

9:52 am-3:53 pm

1 stop7h 01m

Pensacola

Mon 5/18

5:58 pm-4:16 pm

2 stops45h 18m

$334

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 4/29

10:57 am-8:23 pm

2 stops34h 26m

Pensacola

Wed 5/6

10:26 am-4:16 pm

1 stop4h 50m

$343

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 5/15

9:52 am-3:53 pm

1 stop7h 01m

Pensacola

Mon 5/18

5:58 pm-4:16 pm

2 stops45h 18m

$357

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 5/5

6:00 am-1:09 pm

1 stop8h 09m

Pensacola

Wed 5/6

2:11 pm-11:59 pm

2 stops8h 48m

$372

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 5/5

5:30 am-1:09 pm

2 stops8h 39m

Pensacola

Wed 5/6

2:11 pm-11:59 pm

2 stops8h 48m

$378

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 5/5

6:00 am-1:09 pm

1 stop8h 09m

Pensacola

Wed 5/6

2:11 pm-11:59 pm

2 stops8h 48m

$382

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 4/13

9:47 am-9:14 pm

1 stop12h 27m

Pensacola

Fri 4/17

4:31 pm-10:17 am

1 stop16h 46m

$384

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 4/13

9:47 am-1:16 pm

2 stops28h 29m

Pensacola

Fri 4/17

6:36 am-10:17 am

1 stop26h 41m

$386

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 5/5

5:30 am-1:09 pm

2 stops8h 39m

Pensacola

Wed 5/6

2:11 pm-11:59 pm

2 stops8h 48m

$387

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 August. Flight prices, which tend to average around $325, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of August, then book flights to Pensacola from Portland, Maine during October instead. Flights to Pensacola in October, while not as cheap as those in August, still average around $328.

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 $298Free CancellationRating
7.9
8,368 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.1
11,544 reviews
Search American Airlines flights

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Orange Beach
Pensacola Beach
Foley
Perdido Key
Navarre Beach
Navarre
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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