Southwest® flights from Boston to Fort Myers/Naples from $214

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Low fares from Boston to Fort Myers/Naples

$

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/23/2027

One-way

Basic

From
$214
Seen: 22 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 02/03/2027

One-way

Basic

From
$214
Seen: 23 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 12/31/2026

One-way

Basic

From
$217
Seen: 9 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 12/19/2026

One-way

Basic

From
$217
Seen: 11 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 12/01/2026

One-way

Basic

From
$219
Seen: 7 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 02/17/2027

One-way

Basic

From
$219
Seen: 6 hrs ago

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Explore flights from Boston to Fort Myers/Naples

Nov 2026
From$220*
Seen: 10 hrs ago
One Way/Basic
Dec 2026
From$217*
Seen: 11 hrs ago
One Way/Basic
Jan 2027
From$214*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $219
cmp-daily-histogram-bars-legend-max-price-aria-label $449
Displaying fares for November-2026
  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    11

    Wed

    NOV

  • BOS–RSW, 11/12/2026: From $449
    12

    Thu

  • BOS–RSW, 11/13/2026: From $399
    13

    Fri

  • BOS–RSW, 11/14/2026: From $399
    14

    Sat

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    15

    Sun

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    16

    Mon

  • BOS–RSW, 11/17/2026: From $349
    17

    Tue

  • BOS–RSW, 11/18/2026: From $349
    18

    Wed

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    19

    Thu

  • BOS–RSW, 11/20/2026: From $349
    20

    Fri

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    21

    Sat

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    22

    Sun

  • BOS–RSW, 11/23/2026: From $230
    23

    Mon

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    24

    Tue

  • BOS–RSW, 11/25/2026: From $254
    25

    Wed

  • BOS–RSW, 11/26/2026: From $220
    26

    Thu

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    27

    Fri

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    28

    Sat

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    29

    Sun

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    30

    Mon

  • BOS–RSW, 12/01/2026: From $219
    01

    Tue

    DEC

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

  • BOS–RSW, 12/03/2026: From $244
    03

    Thu

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    04

    Fri

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

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    06

    Sun

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    07

    Mon

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    10

    Thu

    • Range$219-$449

    *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:
    Logan International Airport
    Arriving at:
    Southwest Florida Regional Airport
    Distance:
    1249 miles

    Questions we hear the most

    There are 124 weekly flights from Boston to Fort Myers/Naples on Southwest Airlines.
    To find the lowest fares by day and time to fly Boston 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 Boston 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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