Southwest® flights from Boston to Destin/Fort Walton Beach from $189

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Low fares from Boston to Destin/Fort Walton Beach

$

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 01/28/2027

One-way

Basic

From
$189
Seen: 9 hrs ago

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 01/14/2027

One-way

Basic

From
$197
Seen: 42 minutes ago

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 12/03/2026

One-way

Basic

From
$197
Seen: 7 hrs ago

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 01/15/2027

One-way

Basic

From
$197
Seen: 36 minutes ago

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 12/07/2026

One-way

Basic

From
$197
Seen: 6 hrs ago

Boston (BOS)to

Destin/Fort Walton Beach (VPS)
Depart: 12/06/2026

One-way

Basic

From
$197
Seen: 5 hrs ago

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Explore flights from Boston to Destin/Fort Walton Beach

Nov 2026
From$204*
Seen: 19 hrs ago
One Way/Basic
Dec 2026
From$197*
Seen: 7 hrs ago
One Way/Basic
Jan 2027
From$189*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $197
cmp-daily-histogram-bars-legend-max-price-aria-label $281
Displaying fares for November-2026
  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    10

    Tue

    NOV

  • BOS–VPS, 11/11/2026: From $255
    11

    Wed

  • BOS–VPS, 11/12/2026: From $281
    12

    Thu

  • BOS–VPS, 11/13/2026: From $272
    13

    Fri

  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

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    15

    Sun

  • BOS–VPS, 11/16/2026: From $269
    16

    Mon

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    17

    Tue

  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    18

    Wed

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    19

    Thu

  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    20

    Fri

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

    Sat

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

    Sun

  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    23

    Mon

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    24

    Tue

  • BOS–VPS: cmp-view-offers-disclaimer. Find Offers
    25

    Wed

  • BOS–VPS, 11/26/2026: From $271
    26

    Thu

  • BOS–VPS, 11/27/2026: From $204
    27

    Fri

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

    Sat

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

    Sun

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

    Mon

  • BOS–VPS, 12/01/2026: From $217
    01

    Tue

    DEC

  • BOS–VPS, 12/02/2026: From $217
    02

    Wed

  • BOS–VPS, 12/03/2026: From $197
    03

    Thu

  • BOS–VPS, 12/04/2026: From $197
    04

    Fri

  • BOS–VPS, 12/05/2026: From $222
    05

    Sat

  • BOS–VPS, 12/06/2026: From $197
    06

    Sun

  • BOS–VPS, 12/07/2026: From $197
    07

    Mon

  • BOS–VPS, 12/08/2026: From $217
    08

    Tue

  • BOS–VPS, 12/09/2026: From $217
    09

    Wed

    • Range$197-$281

    *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:
    Destin–Fort Walton Beach Airport
    Distance:
    1187 miles

    Questions we hear the most

    There are 65 weekly flights from Boston to Destin/Fort Walton Beach on Southwest Airlines.
    To find the lowest fares by day and time to fly Boston to Destin/Fort Walton Beach with Southwest, check out our Low Fare Calendar.
    You can rent a car at Destin–Fort Walton Beach Airport book yours with your flight.
    Yes! Flights from Boston to Destin/Fort Walton Beach—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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