Southwest® flights from Cleveland to Portland, ME from $161

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Low fares from Cleveland to Portland, ME

$

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 04/02/2026

One-way

Basic

From
$161
Seen: 20 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 04/02/2026

One-way

Choice

From
$196
Seen: 20 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 05/23/2026

One-way

Basic

From
$211
Seen: 3 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 05/23/2026

One-way

Choice

From
$246
Seen: 3 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 04/02/2026

One-way

Choice Preferred

From
$266
Seen: 20 hrs ago

Cleveland (CLE)to

Portland, ME (PWM)
Depart: 05/22/2026

One-way

Basic

From
$289
Seen: 3 hrs ago

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Explore flights from Cleveland 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:
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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