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Cheap flights from Portland, Maine to Pensacola from $334

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 12/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
American Airlines Logo
5:20 am - 11:27 am
PWM
-
PNS
7h 07m1 stop
American Airlines Logo
3:56 pm - 10:16 pm
PNS
-
PWM
5h 20m1 stop
$351American Airlines
Tue, Feb 10 - Tue, Feb 17
American Airlines Logo
6:00 am - 3:09 pm
PWM
-
PNS
10h 09m2 stops
American Airlines Logo
5:08 pm - 11:51 pm
PNS
-
PWM
5h 43m1 stop
$356American Airlines
Tue, Feb 10 - Tue, Feb 17
Delta Logo
5:30 am - 12:35 pm
PWM
-
PNS
8h 05m1 stop
Delta Logo
4:15 pm - 10:27 pm
PNS
-
PWM
5h 12m1 stop
$361Delta
Thu, Jan 22 - Wed, Jan 28
Delta Logo
12:43 pm - 7:58 pm
PWM
-
PNS
8h 15m2 stops
Delta Logo
4:15 pm - 10:27 pm
PNS
-
PWM
5h 12m1 stop
$366Delta
Thu, Jan 22 - Wed, Jan 28
Delta Logo
6:00 am - 12:14 pm
PWM
-
PNS
7h 14m1 stop
Delta Logo
4:04 pm - 10:27 pm
PNS
-
PWM
5h 23m1 stop
$371Delta
Thu, Jan 22 - Mon, Jan 26
Delta Logo
5:30 am - 12:35 pm
PWM
-
PNS
8h 05m1 stop
Delta Logo
1:40 pm - 12:20 am
PNS
-
PWM
9h 40m2 stops
$376Delta
Thu, Jan 22 - Mon, Jan 26
Delta Logo
2:35 pm - 11:13 pm
PWM
-
PNS
9h 38m2 stops
Delta Logo
1:40 pm - 11:22 pm
PNS
-
PWM
8h 42m2 stops
$381Delta
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
6:18 pm - 7:35 am
PWM
-
PNS
14h 17m1 stop
Multiple Airlines Logo
6:37 pm - 9:07 am
PNS
-
PWM
13h 30m1 stop
$390Multiple Airlines
Wed, Mar 4 - Sun, Mar 8
American Airlines Logo
7:10 am - 2:06 pm
PWM
-
PNS
7h 56m1 stop
American Airlines Logo
4:16 pm - 10:50 pm
PNS
-
PWM
5h 34m1 stop
$427American Airlines
Wed, Mar 25 - Wed, Apr 1
Delta Logo
5:30 am - 10:26 am
PWM
-
PNS
5h 56m1 stop
Delta Logo
4:04 pm - 12:20 am
PNS
-
PWM
7h 16m2 stops
$432Delta
Mon, Jan 26 - Mon, Jan 26

American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
Feb 10
PWM5:20 amPortland
7h 07m
1 stop
PNS11:27 amPensacola
Feb 17
PNS3:56 pmPensacola
5h 20m
1 stop
PWM10:16 pmPortland
$351
Find similar
American Airlines
Feb 10
PWM6:00 amPortland
10h 09m
2 stops
PNS3:09 pmPensacola
Feb 17
PNS5:08 pmPensacola
5h 43m
1 stop
PWM11:51 pmPortland
$356
Find similar
American Airlines
Mar 25
PWM7:10 amPortland
7h 56m
1 stop
PNS2:06 pmPensacola
Apr 1
PNS4:16 pmPensacola
5h 34m
1 stop
PWM10:50 pmPortland
$427
Find similar

Delta flights from Portland, Maine to Pensacola

Our best Delta deals on Portland, Maine to Pensacola flight tickets
Delta
Jan 15
PWM6:00 amPortland
7h 14m
1 stop
PNS12:14 pmPensacola
Jan 20
PNS4:15 pmPensacola
5h 12m
1 stop
PWM10:27 pmPortland
$333
Find similar
Delta
Jan 15
PWM6:00 amPortland
7h 14m
1 stop
PNS12:14 pmPensacola
Jan 20
PNS7:00 amPensacola
9h 16m
2 stops
PWM5:16 pmPortland
$338
Find similar
Delta
Jan 15
PWM2:35 pmPortland
9h 38m
2 stops
PNS11:13 pmPensacola
Jan 20
PNS7:00 amPensacola
9h 16m
2 stops
PWM5:16 pmPortland
$343
Find similar

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 December 18, 2025.
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

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 2/10

5:20 am-11:27 am

1 stop7h 07m

Pensacola

Tue 2/17

3:56 pm-10:16 pm

1 stop5h 20m

$351

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 2/10

6:00 am-3:09 pm

2 stops10h 09m

Pensacola

Tue 2/17

5:08 pm-11:51 pm

1 stop5h 43m

$356

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/22

5:30 am-12:35 pm

1 stop8h 05m

Pensacola

Wed 1/28

4:15 pm-10:27 pm

1 stop5h 12m

$361

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/22

12:43 pm-7:58 pm

2 stops8h 15m

Pensacola

Wed 1/28

4:15 pm-10:27 pm

1 stop5h 12m

$366

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/22

6:00 am-12:14 pm

1 stop7h 14m

Pensacola

Mon 1/26

4:04 pm-10:27 pm

1 stop5h 23m

$371

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/22

5:30 am-12:35 pm

1 stop8h 05m

Pensacola

Mon 1/26

1:40 pm-12:20 am

2 stops9h 40m

$376

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/22

2:35 pm-11:13 pm

2 stops9h 38m

Pensacola

Mon 1/26

1:40 pm-11:22 pm

2 stops8h 42m

$381

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 3/4

6:18 pm-7:35 am

1 stop14h 17m

Pensacola

Sun 3/8

6:37 pm-9:07 am

1 stop13h 30m

$390

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 3/25

7:10 am-2:06 pm

1 stop7h 56m

Pensacola

Wed 4/1

4:16 pm-10:50 pm

1 stop5h 34m

$427

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 1/26

5:30 am-10:26 am

1 stop5h 56m

Pensacola

Mon 1/26

4:04 pm-12:20 am

2 stops7h 16m

$432

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 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 $330.

What is the cheapest day to depart on your flight to Pensacola?

On average, the least expensive day to fly to Pensacola from Portland, Maine is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $370. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Saturday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $789.

What is the cheapest time of day to depart on your flight to Pensacola?

The cheapest time of day to fly to Pensacola is in the evening when flights can be purchased for as low as $181. Flights to Pensacola are more costly in the morning, with an average ticket price of $723. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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

As of December 2025, prices for Portland, Maine to Pensacola flights are approximately 51% more expensive when compared to flights at the same time last year.

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 29m

Direct flights

None
The fastest flight from Portland, Maine to Pensacola takes 5h 29m
There are no direct flights from Portland, Maine to Pensacola. There are no popular flight routes from Portland, Maine to Pensacola.
Search flight deals

  • 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 29m.

  • 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
8,005 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,054 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
Navarre Beach
Atmore
Milton
Gulf Breeze
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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