Southwest® flights from Pensacola to Portland, ME from $279

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Low fares from Pensacola to Portland, ME

$

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/10/2026

One-way

Basic

From
$279
Seen: 21 hrs ago

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/10/2026

One-way

Choice

From
$290
Seen: 8 hrs ago

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/10/2026

One-way

Choice Preferred

From
$370
Seen: 8 hrs ago

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/10/2026

One-way

Choice Extra

From
$430
Seen: 8 hrs ago

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/02/2026

One-way

Choice

From
$490
Seen: 3 hrs ago

Pensacola (PNS)to

Portland, ME (PWM)
Depart: 03/02/2026

One-way

Choice Preferred

From
$570
Seen: 3 hrs ago

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Explore flights from Pensacola to Portland, ME

*Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

Flight Details

Departing from:
Pensacola International Airport
Arriving at:
Portland International Jetport
Distance:
1297 miles

Route Information

34† Weekly flights

† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

Questions we hear the most

There are 34 weekly flights from Pensacola to Portland, ME on Southwest Airlines.
To find the lowest fares by day and time to fly Pensacola to Portland, ME with Southwest, check out our Low Fare Calendar.
You can rent a car at Portland International Jetport book yours with your flight.
Yes! Flights from Pensacola to Portland, ME—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.

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