Southwest® flights from Cleveland to Portland, ME from $178

Promo Code

Low fares from Cleveland to Portland, ME

$

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 10/30/2026

One-way

Basic

From
$178
Seen: 15 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 10/30/2026

One-way

Choice

From
$218
Seen: 15 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 09/28/2026

One-way

Basic

From
$239
Seen: 17 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 10/07/2026

One-way

Basic

From
$260
Seen: 23 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 09/27/2026

One-way

Basic

From
$269
Seen: 14 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 09/28/2026

One-way

Choice

From
$279
Seen: 17 hrs ago

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Explore flights from Cleveland to Portland, ME

Sep 2026
From$239*
Seen: 17 hrs ago
One Way/Basic
Oct 2026
From$178*
Seen: 15 hrs ago
One Way/Basic
Nov 2026
No result for this month.
cmp-daily-histogram-bars-legend-min-price-aria-label $239
Displaying fares for September-2026
  • CLE–PWM: cmp-view-offers-disclaimer. Find Offers
    11

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    12

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  • CLE–PWM, 09/14/2026: From $409
    14

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    20

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    21

    Mon

  • CLE–PWM, 09/22/2026: From $334
    22

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    23

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    24

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    25

    Fri

  • CLE–PWM, 09/26/2026: From $296
    26

    Sat

  • CLE–PWM, 09/27/2026: From $269
    27

    Sun

  • CLE–PWM, 09/28/2026: From $239
    28

    Mon

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    29

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    30

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    OCT

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    05

    Mon

  • CLE–PWM: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

  • CLE–PWM, 10/07/2026: From $260
    07

    Wed

  • CLE–PWM: cmp-view-offers-disclaimer. Find Offers
    08

    Thu

  • CLE–PWM, 10/09/2026: From $325
    09

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  • CLE–PWM: cmp-view-offers-disclaimer. Find Offers
    10

    Sat

    • Range$239-$409

    *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:
    Hopkins International Airport
    Arriving at:
    Portland International Jetport
    Distance:
    609 miles

    Route Information

    73† 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 73 weekly flights from Cleveland to Portland, ME on Southwest Airlines.
    To find the lowest fares by day and time to fly Cleveland 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 Cleveland 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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