Southwest® flights from Oakland to Portland, ME from $254

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Low fares from Oakland to Portland, ME

$

Oakland (OAK)to

Portland, ME (PWM)
Depart: 10/20/2026

One-way

Basic

From
$254
Seen: 1 hour ago

Oakland (OAK)to

Portland, ME (PWM)
Depart: 10/21/2026

One-way

Basic

From
$259
Seen: 18 hrs ago

Oakland (OAK)to

Portland, ME (PWM)
Depart: 10/24/2026

One-way

Basic

From
$259
Seen: 17 hrs ago

Oakland (OAK)to

Portland, ME (PWM)
Depart: 12/19/2026

One-way

Basic

From
$259
Seen: 21 hrs ago

Oakland (OAK)to

Portland, ME (PWM)
Depart: 11/11/2026

One-way

Basic

From
$285
Seen: 4 hrs ago

Oakland (OAK)to

Portland, ME (PWM)
Depart: 10/20/2026

One-way

Choice

From
$309
Seen: 1 hour ago

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Explore flights from Oakland to Portland, ME

Oct 2026
From$254*
Seen: 1 hour ago
One Way/Basic
Nov 2026
From$285*
Seen: 4 hrs ago
One Way/Basic
Dec 2026
From$259*
Seen: 21 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $254
Displaying fares for October-2026
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    OCT

  • OAK–PWM, 10/20/2026: From $254
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  • OAK–PWM, 10/21/2026: From $259
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  • OAK–PWM, 10/24/2026: From $259
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  • OAK–PWM, 11/11/2026: From $285
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    • Range$254-$285

    *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:
    Oakland International Airport
    Arriving at:
    Portland International Jetport
    Distance:
    2713 miles

    Questions we hear the most

    There are 34 weekly flights from Oakland to Portland, ME on Southwest Airlines.
    To find the lowest fares by day and time to fly Oakland 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 Oakland 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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