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Find low faresSouthwest® flights from Portland, ME to Fort Myers/Naples from $139
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1 Passenger
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Low fares from Portland, ME to Fort Myers/Naples
$
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 03/01/2026
One-way
Basic
From
$139
Seen: 17 hrs ago
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 03/03/2026
One-way
Basic
From
$150
Seen: 14 hrs ago
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 02/22/2026
One-way
Basic
From
$151
Seen: 15 hrs ago
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 02/24/2026
One-way
Basic
From
$151
Seen: 9 hrs ago
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 02/28/2026
One-way
Basic
From
$160
Seen: 17 hrs ago
Portland, ME (PWM)to
Fort Myers/Naples (RSW)
Depart: 02/23/2026
One-way
Basic
From
$160
Seen: 9 hrs ago
Explore flights from Portland, ME to Fort Myers/Naples
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Flight Details
Departing from:
Portland International Jetport
Arriving at:
Southwest Florida Regional Airport
Distance:
1343 miles
Route Information
75† 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 75 weekly flights from Portland, ME to Fort Myers/Naples on Southwest Airlines.
To find the lowest fares by day and time to fly Portland, ME to Fort Myers/Naples with Southwest, check out our Low Fare Calendar.
You can rent a car at Southwest Florida Regional Airport book yours with your flight.
Yes! Flights from Portland, ME to Fort Myers/Naples—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.