Southwest® flights from Portland, OR to Fort Myers/Naples from $219

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Low fares from Portland, OR to Fort Myers/Naples

$

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 02/25/2026

One-way

Basic

From
$219
Seen: 21 hrs ago

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 02/19/2026

One-way

Basic

From
$220
Seen: 1 hour ago

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 02/18/2026

One-way

Basic

From
$225
Seen: 22 hrs ago

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 04/27/2026

One-way

Basic

From
$235
Seen: 20 hrs ago

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 03/14/2026

One-way

Basic

From
$240
Seen: 21 hrs ago

Portland, OR (PDX)to

Fort Myers/Naples (RSW)
Depart: 02/25/2026

One-way

Choice

From
$259
Seen: 21 hrs ago

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Explore flights from Portland, OR to Fort Myers/Naples

*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:
Portland International Airport
Arriving at:
Southwest Florida Regional Airport
Distance:
2598 miles

Route Information

55† 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 55 weekly flights from Portland, OR to Fort Myers/Naples on Southwest Airlines.
To find the lowest fares by day and time to fly Portland, OR 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, OR 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.

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