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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 8/23. 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 - 12:43 pmPWM-PNS
7h 43m1 stop
American Airlines Logo
7:40 am - 3:30 pmPNS-PWM
6h 50m1 stop
$297American Airlines
Find Deal
Sat, Aug 23 - Tue, Aug 26
American Airlines Logo
6:00 am - 1:52 pmPWM-PNS
8h 52m2 stops
American Airlines Logo
7:04 am - 3:02 pmPNS-PWM
6h 58m1 stop
$302American Airlines
Find Deal
Sat, Aug 23 - Tue, Aug 26
American Airlines Logo
6:00 am - 1:52 pmPWM-PNS
8h 52m2 stops
American Airlines Logo
7:04 am - 3:30 pmPNS-PWM
7h 26m2 stops
$307American Airlines
Find Deal
Sat, Aug 23 - Tue, Aug 26
Delta Logo
5:40 am - 12:50 pmPWM-PNS
8h 10m1 stop
Delta Logo
1:59 pm - 9:59 pmPNS-PWM
7h 00m1 stop
$332Delta
Find Deal
Fri, Dec 5 - Mon, Dec 8
Delta Logo
6:00 am - 12:37 pmPWM-PNS
7h 37m1 stop
Delta Logo
4:27 pm - 10:19 pmPNS-PWM
4h 52m1 stop
$368Delta
Find Deal
Mon, Oct 13 - Fri, Oct 17
Southwest Logo
5:30 am - 4:50 pmPWM-PNS
12h 20m2 stops
Southwest Logo
1:25 pm - 10:15 pmPNS-PWM
7h 50m2 stops
$404Southwest
Find Deal
Sun, Nov 9 - Wed, Nov 12
United Airlines Logo
6:14 am - 1:18 pmPWM-PNS
8h 04m1 stop
United Airlines Logo
2:15 pm - 9:59 pmPNS-PWM
6h 44m1 stop
$407United Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
United Airlines Logo
6:14 am - 1:18 pmPWM-PNS
8h 04m1 stop
United Airlines Logo
2:15 pm - 9:59 pmPNS-PWM
6h 44m1 stop
$443United Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
Logo
12:38 pm - 3:57 pmPWM-PNS
28h 19m3 stops
Logo
10:50 am - 11:53 amPNS-PWM
24h 03m2 stops
$555
Find Deal
Sat, Aug 23 - Tue, Aug 26
Logo
4:41 pm - 3:39 pmPWM-PNS
23h 58m2 stops
Logo
4:44 pm - 5:25 pmPNS-PWM
23h 41m3 stops
$563
Find Deal
Sat, Sep 20 - Thu, Sep 25

United Airlines flights from Portland, Maine to Pensacola

Our best United Airlines deals on Portland, Maine to Pensacola flight tickets
United Airlines
Sep 10
PWM6:14 amPortland
8h 04m
1 stop
PNS1:18 pmPensacola
Sep 17
PNS2:15 pmPensacola
6h 44m
1 stop
PWM9:59 pmPortland
$407
Find similar
United Airlines
Sep 10
PWM6:14 amPortland
8h 04m
1 stop
PNS1:18 pmPensacola
Sep 17
PNS2:15 pmPensacola
6h 44m
1 stop
PWM9:59 pmPortland
$443
Find similar
United Airlines
Aug 19
PWM6:00 amPortland
11h 13m
2 stops
PNS4:13 pmPensacola
Aug 23
PNS1:56 pmPensacola
7h 03m
1 stop
PWM9:59 pmPortland
$484
Find similar

American Airlines flights from Portland, Maine to Pensacola

Our best American Airlines deals on Portland, Maine to Pensacola flight tickets
American Airlines
Aug 23
PWM6:00 amPortland
7h 43m
1 stop
PNS12:43 pmPensacola
Aug 26
PNS7:40 amPensacola
6h 50m
1 stop
PWM3:30 pmPortland
$297
Find similar
American Airlines
Aug 23
PWM6:00 amPortland
8h 52m
2 stops
PNS1:52 pmPensacola
Aug 26
PNS7:04 amPensacola
6h 58m
1 stop
PWM3:02 pmPortland
$302
Find similar
American Airlines
Aug 23
PWM6:00 amPortland
8h 52m
2 stops
PNS1:52 pmPensacola
Aug 26
PNS7:04 amPensacola
7h 26m
2 stops
PWM3:30 pmPortland
$307
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 July 31, 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

Sat 8/23

6:00 am-12:43 pm

1 stop7h 43m

Pensacola

Tue 8/26

7:40 am-3:30 pm

1 stop6h 50m

$297

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 8/23

6:00 am-1:52 pm

2 stops8h 52m

Pensacola

Tue 8/26

7:04 am-3:02 pm

1 stop6h 58m

$302

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 8/23

6:00 am-1:52 pm

2 stops8h 52m

Pensacola

Tue 8/26

7:04 am-3:30 pm

2 stops7h 26m

$307

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Fri 12/5

5:40 am-12:50 pm

1 stop8h 10m

Pensacola

Mon 12/8

1:59 pm-9:59 pm

1 stop7h 00m

$332

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Mon 10/13

6:00 am-12:37 pm

1 stop7h 37m

Pensacola

Fri 10/17

4:27 pm-10:19 pm

1 stop4h 52m

$368

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sun 11/9

5:30 am-4:50 pm

2 stops12h 20m

Pensacola

Wed 11/12

1:25 pm-10:15 pm

2 stops7h 50m

$404

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 9/10

6:14 am-1:18 pm

1 stop8h 04m

Pensacola

Wed 9/17

2:15 pm-9:59 pm

1 stop6h 44m

$407

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Wed 9/10

6:14 am-1:18 pm

1 stop8h 04m

Pensacola

Wed 9/17

2:15 pm-9:59 pm

1 stop6h 44m

$443

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 8/23

12:38 pm-3:57 pm

3 stops28h 19m

Pensacola

Tue 8/26

10:50 am-11:53 am

2 stops24h 03m

$555

PortlandPensacola

PWM - PNS

PWMPNS

Portland

Sat 9/20

4:41 pm-3:39 pm

2 stops23h 58m

Pensacola

Thu 9/25

4:44 pm-5:25 pm

3 stops23h 41m

$563

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 $321, 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 July 2025, prices for Portland, Maine to Pensacola flights are approximately 58% 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

Best Price Found

$149

Fastest flight time

5h 22m

Direct flights

None

Airports in Pensacola

1 airport
The best one-way flight to Pensacola from Portland, Maine in the past 72 hours is $149. The best round-trip flight deal from Portland, Maine to Pensacola found on momondo in the last 72 hours is $297.
The fastest flight from Portland, Maine to Pensacola takes 5h 22m
There are no direct flights from Portland, Maine to Pensacola. Popular non-direct route for this connection is Portland Airport - Pensacola Airport.
There is 1 airport near Pensacola: Pensacola (PNS)
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  • 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 22m.

  • 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 $316Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $317Free CancellationRating
8.0
7,981 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
Perdido Key
Navarre Beach
Navarre
Atmore
Milton
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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