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Cheap flights from Portland, Maine to Pensacola from $134

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 10/3. 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.
Delta Logo
6:00 am - 12:39 pmPWM  Portland-PNS Pensacola
7h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:17 pm - 10:23 pmPNS  Pensacola-PWM Portland
5h 06m1 stop Atlanta Hartsfield-Jackson
$280Delta
Wed, Dec 2 - Mon, Dec 7
Delta Logo
12:50 pm - 8:19 pmPWM  Portland-PNS Pensacola
8h 29m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
4:17 pm - 10:23 pmPNS  Pensacola-PWM Portland
5h 06m1 stop Atlanta Hartsfield-Jackson
$285Delta
Wed, Dec 2 - Mon, Dec 7
Delta Logo
6:00 am - 12:39 pmPWM  Portland-PNS Pensacola
7h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:10 pmPNS  Pensacola-PWM Portland
8h 10m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$298Delta
Thu, Dec 17 - Thu, Dec 31
American Airlines Logo
6:00 am - 12:44 pmPWM  Portland-PNS Pensacola
7h 44m1 stop Philadelphia
American Airlines Logo
3:04 pm - 9:36 pmPNS  Pensacola-PWM Portland
5h 32m1 stop Charlotte Douglas
$303American Airlines
Fri, Oct 30 - Tue, Nov 3
Delta Logo
12:50 pm - 7:45 pmPWM  Portland-PNS Pensacola
7h 55m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 4:10 pmPNS  Pensacola-PWM Portland
8h 10m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$303Delta
Thu, Dec 17 - Thu, Dec 31
Multiple Airlines Logo
5:09 pm - 1:14 pmPWM  Portland-PNS Pensacola
21h 05m2 stops Raleigh-Durham Orlando
Multiple Airlines Logo
10:30 am - 4:24 pmPNS  Pensacola-PWM Portland
4h 54m1 stop Raleigh-Durham
$307Multiple Airlines
Sat, Sep 26 - Sat, Oct 3
Multiple Airlines Logo
5:09 pm - 1:14 pmPWM  Portland-PNS Pensacola
21h 05m2 stops Raleigh-Durham Orlando
Multiple Airlines Logo
10:30 am - 4:24 pmPNS  Pensacola-PWM Portland
4h 54m1 stop Raleigh-Durham
$316Multiple Airlines
Wed, Sep 30 - Wed, Oct 14
American Airlines Logo
5:18 pm - 10:10 pmPWM  Portland-PNS Pensacola
5h 52m1 stop Charlotte Douglas
American Airlines Logo
5:00 pm - 11:45 pmPNS  Pensacola-PWM Portland
5h 45m1 stop Washington, D.C. Reagan-National
$321American Airlines
Sat, Sep 12 - Fri, Sep 18
Breeze Airways Logo
6:31 pm - 7:38 amPWM  Portland-PNS Pensacola
14h 07m1 stop Tampa
Breeze Airways Logo
10:30 am - 4:24 pmPNS  Pensacola-PWM Portland
4h 54m1 stop Raleigh-Durham
$324Breeze Airways
Sat, Sep 26 - Sat, Oct 3
American Airlines Logo
6:00 am - 12:44 pmPWM  Portland-PNS Pensacola
7h 44m1 stop Philadelphia
American Airlines Logo
4:45 pm - 10:36 pmPNS  Pensacola-PWM Portland
4h 51m1 stop Charlotte Douglas
$442American Airlines
Sun, Oct 18 - Sat, Oct 24

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United Airlines flights from Portland, Maine to Pensacola

Our best United Airlines deals on Portland, Maine to Pensacola flight tickets
United Airlines
Oct 3
PWM8:03 amPortland
12h 47m
2 stops
PNS7:50 pmPensacola
Oct 6
PNS7:00 amPensacola
13h 54m
2 stops
PWM9:54 pmPortland
$368
United Airlines
Oct 3
PWM8:03 amPortland
12h 47m
2 stops
PNS7:50 pmPensacola
Oct 6
PNS7:00 amPensacola
13h 54m
2 stops
PWM9:54 pmPortland
$417
United Airlines
Oct 3
PWM6:00 amPortland
8h 14m
1 stop
PNS1:14 pmPensacola
Oct 6
PNS7:00 amPensacola
13h 54m
2 stops
PWM9:54 pmPortland
$448

American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
Oct 30
PWM6:00 amPortland
7h 44m
1 stop
PNS12:44 pmPensacola
Nov 3
PNS3:04 pmPensacola
5h 32m
1 stop
PWM9:36 pmPortland
$303
American Airlines
Sep 12
PWM5:18 pmPortland
5h 52m
1 stop
PNS10:10 pmPensacola
Sep 18
PNS5:00 pmPensacola
5h 45m
1 stop
PWM11:45 pmPortland
$321
American Airlines
Oct 18
PWM6:00 amPortland
7h 44m
1 stop
PNS12:44 pmPensacola
Oct 24
PNS7:10 amPensacola
7h 31m
1 stop
PWM3:41 pmPortland
$442

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 August 12, 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 Portland - PNS Pensacola

PWMPNS

Portland

Wed 12/2

6:00 am-12:39 pm

1 stop7h 39m

Pensacola

Mon 12/7

4:17 pm-10:23 pm

1 stop5h 06m

$280

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Wed 12/2

12:50 pm-8:19 pm

2 stops8h 29m

Pensacola

Mon 12/7

4:17 pm-10:23 pm

1 stop5h 06m

$285

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Thu 12/17

6:00 am-12:39 pm

1 stop7h 39m

Pensacola

Thu 12/31

7:00 am-4:10 pm

2 stops8h 10m

$298

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Fri 10/30

6:00 am-12:44 pm

1 stop7h 44m

Pensacola

Tue 11/3

3:04 pm-9:36 pm

1 stop5h 32m

$303

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Thu 12/17

12:50 pm-7:45 pm

2 stops7h 55m

Pensacola

Thu 12/31

7:00 am-4:10 pm

2 stops8h 10m

$303

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Sat 9/26

5:09 pm-1:14 pm

2 stops21h 05m

Pensacola

Sat 10/3

10:30 am-4:24 pm

1 stop4h 54m

$307

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Wed 9/30

5:09 pm-1:14 pm

2 stops21h 05m

Pensacola

Wed 10/14

10:30 am-4:24 pm

1 stop4h 54m

$316
Quickest round-trip

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Sat 9/12

5:18 pm-10:10 pm

1 stop5h 52m

Pensacola

Fri 9/18

5:00 pm-11:45 pm

1 stop5h 45m

$321

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Sat 9/26

6:31 pm-7:38 am

1 stop14h 07m

Pensacola

Sat 10/3

10:30 am-4:24 pm

1 stop4h 54m

$324

PortlandPensacola

PWM Portland - PNS Pensacola

PWMPNS

Portland

Sun 10/18

6:00 am-12:44 pm

1 stop7h 44m

Pensacola

Sat 10/24

4:45 pm-10:36 pm

1 stop4h 51m

$442

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?

Prices are currently low for flights on this route.

Typical prices usually range from $406 to $456.
The lowest price recently found on this route was $280.

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 $268, 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 $331.

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

You could potentially save up to 12% 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 47m

Direct flights

None
The fastest flight from Portland, Maine to Pensacola takes 5h 47m
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 47m.

  • 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
American AirlinesPriceFrom $323Free CancellationRating
7.1
11,911 reviews
Search American Airlines flights
DeltaPriceFrom $326Free CancellationRating
7.8
8,505 reviews
Search Delta 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
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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