Southwest® flights from Oakland to Fort Myers/Naples from $152

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Low fares from Oakland to Fort Myers/Naples

$

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 10/21/2026

One-way

Basic

From
$152
Seen: 11 hrs ago

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 10/24/2026

One-way

Basic

From
$184
Seen: 16 hrs ago

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 10/27/2026

One-way

Basic

From
$184
Seen: 9 hrs ago

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 10/30/2026

One-way

Basic

From
$184
Seen: 11 hrs ago

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 10/21/2026

One-way

Choice

From
$196
Seen: 11 hrs ago

Oakland (OAK)to

Fort Myers/Naples (RSW)
Depart: 11/06/2026

One-way

Basic

From
$210
Seen: 15 hrs ago

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Explore flights from Oakland to Fort Myers/Naples

Oct 2026
From$152*
Seen: 11 hrs ago
One Way/Basic
Nov 2026
From$210*
Seen: 15 hrs ago
One Way/Basic
Dec 2026
From$210*
Seen: 4 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $152
Displaying fares for October-2026
  • OAK–RSW: cmp-view-offers-disclaimer. Find Offers
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    Thu

    OCT

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    Mon

  • OAK–RSW, 10/06/2026: From $315
    06

    Tue

  • OAK–RSW, 10/07/2026: From $315
    07

    Wed

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    Sun

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    14

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    18

    Sun

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    19

    Mon

  • OAK–RSW, 10/20/2026: From $250
    20

    Tue

  • OAK–RSW, 10/21/2026: From $152
    21

    Wed

  • OAK–RSW, 10/22/2026: From $210
    22

    Thu

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    23

    Fri

  • OAK–RSW, 10/24/2026: From $184
    24

    Sat

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    25

    Sun

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    26

    Mon

  • OAK–RSW, 10/27/2026: From $184
    27

    Tue

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    28

    Wed

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    29

    Thu

  • OAK–RSW, 10/30/2026: From $184
    30

    Fri

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    31

    Sat

    • Range$152-$315

    *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:
    Southwest Florida Regional Airport
    Distance:
    2473 miles

    Route Information

    59† 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 59 weekly flights from Oakland to Fort Myers/Naples on Southwest Airlines.
    To find the lowest fares by day and time to fly Oakland 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 Oakland 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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