Southwest® flights from Boston to Fort Myers/Naples from $120

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Low fares from Boston to Fort Myers/Naples

$

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/16/2027

One-way

Basic

From
$120
Seen: 12 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/26/2027

One-way

Basic

From
$120
Seen: 12 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/27/2027

One-way

Basic

From
$120
Seen: 20 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/06/2027

One-way

Basic

From
$125
Seen: 17 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/29/2027

One-way

Basic

From
$140
Seen: 3 hrs ago

Boston (BOS)to

Fort Myers/Naples (RSW)
Depart: 01/21/2027

One-way

Basic

From
$140
Seen: 2 hrs ago

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Explore flights from Boston to Fort Myers/Naples

Oct 2026
From$334*
Seen: 1 hour ago
One Way/Basic
Nov 2026
From$144*
Seen: 17 hrs ago
One Way/Basic
Dec 2026
From$144*
Seen: 14 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $144
cmp-daily-histogram-bars-legend-max-price-aria-label $434
Displaying fares for October-2026
  • BOS–RSW, 10/22/2026: From $434
    22

    Thu

    OCT

  • BOS–RSW, 10/23/2026: From $434
    23

    Fri

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    24

    Sat

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    25

    Sun

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    26

    Mon

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

    Tue

  • BOS–RSW, 10/28/2026: From $334
    28

    Wed

  • BOS–RSW, 10/29/2026: From $334
    29

    Thu

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

    Fri

  • BOS–RSW, 10/31/2026: From $334
    31

    Sat

  • BOS–RSW, 11/01/2026: From $334
    01

    Sun

    NOV

  • BOS–RSW, 11/02/2026: From $334
    02

    Mon

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    03

    Tue

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    04

    Wed

  • BOS–RSW, 11/05/2026: From $254
    05

    Thu

  • BOS–RSW, 11/06/2026: From $264
    06

    Fri

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    07

    Sat

  • BOS–RSW, 11/08/2026: From $259
    08

    Sun

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

    Mon

  • BOS–RSW, 11/10/2026: From $162
    10

    Tue

  • BOS–RSW, 11/11/2026: From $144
    11

    Wed

  • BOS–RSW, 11/12/2026: From $150
    12

    Thu

  • BOS–RSW, 11/13/2026: From $189
    13

    Fri

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    14

    Sat

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

    Sun

  • BOS–RSW, 11/16/2026: From $144
    16

    Mon

  • BOS–RSW: cmp-view-offers-disclaimer. Find Offers
    17

    Tue

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    18

    Wed

  • BOS–RSW, 11/19/2026: From $215
    19

    Thu

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    20

    Fri

  • BOS–RSW, 11/21/2026: From $220
    21

    Sat

    • Range$144-$434

    *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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