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Cheap flights from Portland, Maine to Pensacola from $149

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 10/23. 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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Find the cheapest flights from Portland, Maine to Pensacola

Cheap round-trip flights

American Airlines Logo
6:00 am - 12:36 pmPWM-PNS
7h 36m1 stop
American Airlines Logo
5:05 pm - 11:51 pmPNS-PWM
5h 46m1 stop
$287American Airlines
Find Deal
Wed, Oct 22 - Mon, Oct 27
American Airlines Logo
7:44 am - 3:00 pmPWM-PNS
8h 16m2 stops
American Airlines Logo
11:13 am - 5:09 pmPNS-PWM
4h 56m1 stop
$292American Airlines
Find Deal
Wed, Oct 22 - Mon, Oct 27
American Airlines Logo
7:02 am - 11:11 amPWM-PNS
5h 09m1 stop
American Airlines Logo
5:05 pm - 11:37 pmPNS-PWM
5h 32m1 stop
$308American Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
American Airlines Logo
5:43 am - 11:33 amPWM-PNS
6h 50m1 stop
American Airlines Logo
5:05 pm - 11:37 pmPNS-PWM
5h 32m1 stop
$312American Airlines
Find Deal
Fri, Nov 28 - Wed, Dec 3
Multiple Airlines Logo
6:19 pm - 10:38 amPWM-PNS
41h 19m2 stops
Multiple Airlines Logo
6:49 pm - 9:07 amPNS-PWM
13h 18m1 stop
$337Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:00 am - 11:07 amPWM-PNS
6h 07m1 stop
Delta Logo
1:59 pm - 9:59 pmPNS-PWM
7h 00m1 stop
$362Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
Delta Logo
6:00 am - 12:53 pmPWM-PNS
7h 53m2 stops
Delta Logo
1:59 pm - 9:59 pmPNS-PWM
7h 00m1 stop
$367Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
Southwest Logo
3:15 pm - 10:50 pmPWM-PNS
8h 35m2 stops
Southwest Logo
12:10 pm - 12:20 amPNS-PWM
11h 10m2 stops
$483Southwest
Find Deal
Tue, Dec 30 - Mon, Jan 5
United Airlines Logo
6:00 am - 4:19 pmPWM-PNS
11h 19m2 stops
United Airlines Logo
2:17 pm - 9:44 pmPNS-PWM
6h 27m1 stop
$484United Airlines
Find Deal
Tue, Oct 7 - Tue, Oct 14
United Airlines Logo
6:00 am - 6:08 pmPWM-PNS
13h 08m2 stops
United Airlines Logo
9:00 am - 11:21 pmPNS-PWM
13h 21m2 stops
$496United Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 21

United Airlines flights from Portland, Maine to Pensacola

Our best United Airlines deals on Portland, Maine to Pensacola flight tickets
United Airlines
Oct 7
PWM6:00 amPortland
11h 19m
2 stops
PNS4:19 pmPensacola
Oct 14
PNS2:17 pmPensacola
6h 27m
1 stop
PWM9:44 pmPortland
$484
Find similar
United Airlines
Feb 14
PWM6:00 amPortland
13h 08m
2 stops
PNS6:08 pmPensacola
Feb 21
PNS9:00 amPensacola
13h 21m
2 stops
PWM11:21 pmPortland
$496
Find similar
United Airlines
Feb 20
PWM3:20 pmPortland
19h 20m
2 stops
PNS9:40 amPensacola
Feb 25
PNS9:00 amPensacola
13h 21m
2 stops
PWM11:21 pmPortland
$498
Find similar

American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
Oct 22
PWM6:00 amPortland
7h 36m
1 stop
PNS12:36 pmPensacola
Oct 27
PNS5:05 pmPensacola
5h 46m
1 stop
PWM11:51 pmPortland
$287
Find similar
American Airlines
Oct 22
PWM7:44 amPortland
8h 16m
2 stops
PNS3:00 pmPensacola
Oct 27
PNS11:13 amPensacola
4h 56m
1 stop
PWM5:09 pmPortland
$292
Find similar
American Airlines
Dec 2
PWM7:02 amPortland
5h 09m
1 stop
PNS11:11 amPensacola
Dec 9
PNS5:05 pmPensacola
5h 32m
1 stop
PWM11:37 pmPortland
$308
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 September 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

Wed 10/22

6:00 am-12:36 pm

1 stop7h 36m

Pensacola

Mon 10/27

5:05 pm-11:51 pm

1 stop5h 46m

$287

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 10/22

7:44 am-3:00 pm

2 stops8h 16m

Pensacola

Mon 10/27

11:13 am-5:09 pm

1 stop4h 56m

$292

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 12/2

7:02 am-11:11 am

1 stop5h 09m

Pensacola

Tue 12/9

5:05 pm-11:37 pm

1 stop5h 32m

$308

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 11/28

5:43 am-11:33 am

1 stop6h 50m

Pensacola

Wed 12/3

5:05 pm-11:37 pm

1 stop5h 32m

$312

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/8

6:19 pm-10:38 am

2 stops41h 19m

Pensacola

Sun 1/11

6:49 pm-9:07 am

1 stop13h 18m

$337

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/8

6:00 am-11:07 am

1 stop6h 07m

Pensacola

Sun 1/11

1:59 pm-9:59 pm

1 stop7h 00m

$362

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Thu 1/8

6:00 am-12:53 pm

2 stops7h 53m

Pensacola

Sun 1/11

1:59 pm-9:59 pm

1 stop7h 00m

$367

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 12/30

3:15 pm-10:50 pm

2 stops8h 35m

Pensacola

Mon 1/5

12:10 pm-12:20 am

2 stops11h 10m

$483

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Tue 10/7

6:00 am-4:19 pm

2 stops11h 19m

Pensacola

Tue 10/14

2:17 pm-9:44 pm

1 stop6h 27m

$484

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 2/14

6:00 am-6:08 pm

2 stops13h 08m

Pensacola

Sat 2/21

9:00 am-11:21 pm

2 stops13h 21m

$496

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 February instead. Flights to Pensacola in February, while not as cheap as those in August, still average around $336.

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 $377. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday 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 $497.

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

The cheapest time of day to fly to Pensacola is at noon when flights can be purchased for as low as $371. Flights to Pensacola are more costly in the morning, with an average ticket price of $462. 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 September 2025, prices for Portland, Maine to Pensacola flights are approximately 15% 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

Direct flights

None
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 09m.

  • 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
7,964 reviews
Search Delta flights
American AirlinesPriceFrom $328Free CancellationRating
7.2
10,000 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
Milton
Atmore
Gulf Breeze
Warrington
Evergreen

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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