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Cheap flights from Portland, Maine to Pensacola from $189

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 4/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Multiple Airlines Logo
11:29 am - 9:14 pm
PWM
-
PNS
34h 45m
2 stops
Multiple Airlines Logo
7:00 am - 10:17 am
PNS
-
PWM
26h 17m
1 stop
$315Multiple Airlines
Mon, Apr 6 - Tue, Apr 14
Delta Logo
5:23 am - 11:11 am
PWM
-
PNS
6h 48m
1 stop
Delta Logo
5:26 pm - 11:23 pm
PNS
-
PWM
4h 57m
1 stop
$351Delta
Tue, Apr 7 - Tue, Apr 14
Delta Logo
5:23 am - 11:11 am
PWM
-
PNS
6h 48m
1 stop
Delta Logo
1:00 pm - 11:24 pm
PNS
-
PWM
9h 24m
2 stops
$356Delta
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
6:10 am - 2:45 pm
PWM
-
PNS
9h 35m
2 stops
Southwest Logo
11:35 am - 10:20 pm
PNS
-
PWM
9h 45m
2 stops
$361Southwest
Tue, Apr 7 - Tue, Apr 14
Multiple Airlines Logo
6:18 pm - 7:35 am
PWM
-
PNS
14h 17m
1 stop
Multiple Airlines Logo
6:37 pm - 10:49 am
PNS
-
PWM
39h 12m
2 stops
$375Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
5:02 pm - 9:24 pm
PWM
-
PNS
5h 22m
1 stop
American Airlines Logo
1:11 pm - 12:13 am
PNS
-
PWM
10h 02m
1 stop
$378American Airlines
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
5:07 pm - 9:26 pm
PWM
-
PNS
5h 19m
1 stop
American Airlines Logo
1:15 pm - 11:37 pm
PNS
-
PWM
9h 22m
1 stop
$381American Airlines
Tue, Feb 24 - Tue, Mar 24
Multiple Airlines Logo
9:52 am - 9:21 pm
PWM
-
PNS
12h 29m
1 stop
Multiple Airlines Logo
6:00 am - 4:16 pm
PNS
-
PWM
33h 16m
2 stops
$385Multiple Airlines
Sat, May 23 - Fri, May 29
American Airlines Logo
6:00 am - 3:23 pm
PWM
-
PNS
10h 23m
2 stops
American Airlines Logo
1:15 pm - 11:37 pm
PNS
-
PWM
9h 22m
1 stop
$386American Airlines
Tue, Feb 24 - Tue, Mar 24
Delta Logo
6:00 am - 12:12 pm
PWM
-
PNS
7h 12m
1 stop
Delta Logo
2:45 pm - 11:22 pm
PNS
-
PWM
7h 37m
1 stop
$392Delta
Wed, Mar 4 - Sun, Mar 8

Delta flights from Portland, Maine to Pensacola

Our best Delta deals on Portland, Maine to Pensacola flight tickets
Delta
Apr 7
PWM5:23 amPortland
6h 48m
1 stop
PNS11:11 amPensacola
Apr 14
PNS5:26 pmPensacola
4h 57m
1 stop
PWM11:23 pmPortland
$351
Delta
Apr 7
PWM5:23 amPortland
6h 48m
1 stop
PNS11:11 amPensacola
Apr 14
PNS1:00 pmPensacola
9h 24m
2 stops
PWM11:24 pmPortland
$356
Delta
Mar 4
PWM6:00 amPortland
7h 12m
1 stop
PNS12:12 pmPensacola
Mar 8
PNS2:45 pmPensacola
7h 37m
1 stop
PWM11:22 pmPortland
$392

Southwest flights from Portland, Maine to Pensacola

Our best Southwest deals on Portland, Maine to Pensacola flight tickets
Southwest
Apr 7
PWM6:10 amPortland
9h 35m
2 stops
PNS2:45 pmPensacola
Apr 14
PNS11:35 amPensacola
9h 45m
2 stops
PWM10:20 pmPortland
$361
Southwest
Apr 6
PWM5:30 amPortland
12h 50m
2 stops
PNS5:20 pmPensacola
Apr 14
PNS10:10 amPensacola
11h 10m
2 stops
PWM10:20 pmPortland
$451
Southwest
Mar 4
PWM5:45 amPortland
10h 30m
2 stops
PNS3:15 pmPensacola
Mar 8
PNS11:05 amPensacola
12h 00m
2 stops
PWM12:05 amPortland
$486

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 February 3, 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

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 4/6

11:29 am-9:14 pm

2 stops34h 45m

Pensacola

Tue 4/14

7:00 am-10:17 am

1 stop26h 17m

$315

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 4/7

5:23 am-11:11 am

1 stop6h 48m

Pensacola

Tue 4/14

5:26 pm-11:23 pm

1 stop4h 57m

$351

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 4/7

5:23 am-11:11 am

1 stop6h 48m

Pensacola

Tue 4/14

1:00 pm-11:24 pm

2 stops9h 24m

$356

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 4/7

6:10 am-2:45 pm

2 stops9h 35m

Pensacola

Tue 4/14

11:35 am-10:20 pm

2 stops9h 45m

$361

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 3/4

6:18 pm-7:35 am

1 stop14h 17m

Pensacola

Wed 3/11

6:37 pm-10:49 am

2 stops39h 12m

$375

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 4/21

5:02 pm-9:24 pm

1 stop5h 22m

Pensacola

Tue 4/28

1:11 pm-12:13 am

1 stop10h 02m

$378

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 2/24

5:07 pm-9:26 pm

1 stop5h 19m

Pensacola

Tue 3/24

1:15 pm-11:37 pm

1 stop9h 22m

$381

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 5/23

9:52 am-9:21 pm

1 stop12h 29m

Pensacola

Fri 5/29

6:00 am-4:16 pm

2 stops33h 16m

$385

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 2/24

6:00 am-3:23 pm

2 stops10h 23m

Pensacola

Tue 3/24

1:15 pm-11:37 pm

1 stop9h 22m

$386

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 3/4

6:00 am-12:12 pm

1 stop7h 12m

Pensacola

Sun 3/8

2:45 pm-11:22 pm

1 stop7h 37m

$392

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 $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

6h 48m

Direct flights

None
The fastest flight from Portland, Maine to Pensacola takes 6h 48m
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 6h 48m.

  • 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 $312Free CancellationRating
7.9
8,138 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,216 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
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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