Southwest® flights from Pensacola to Boston from $185

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Low fares from Pensacola to Boston

$

Pensacola (PNS)to

Boston (BOS)
Depart: 11/06/2026

One-way

Basic

From
$185
Seen: 2 hrs ago

Pensacola (PNS)to

Boston (BOS)
Depart: 10/22/2026

One-way

Basic

From
$210
Seen: 3 hrs ago

Pensacola (PNS)to

Boston (BOS)
Depart: 11/06/2026

One-way

Choice

From
$230
Seen: 2 hrs ago

Pensacola (PNS)to

Boston (BOS)
Depart: 11/23/2026

One-way

Basic

From
$248
Seen: 18 hrs ago

Pensacola (PNS)to

Boston (BOS)
Depart: 10/15/2026

One-way

Basic

From
$248
Seen: 12 hrs ago

Pensacola (PNS)to

Boston (BOS)
Depart: 11/21/2026

One-way

Basic

From
$253
Seen: 17 hrs ago

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Explore flights from Pensacola to Boston

Sep 2026
From$259*
Seen: 20 hrs ago
One Way/Basic
Oct 2026
From$210*
Seen: 3 hrs ago
One Way/Basic
Nov 2026
From$185*
Seen: 2 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $259
Displaying fares for September-2026
  • PNS–BOS: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

    SEP

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    12

    Sat

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    13

    Sun

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    14

    Mon

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    15

    Tue

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    16

    Wed

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    17

    Thu

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    18

    Fri

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    19

    Sat

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    20

    Sun

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    21

    Mon

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    22

    Tue

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    23

    Wed

  • PNS–BOS, 09/24/2026: From $459
    24

    Thu

  • PNS–BOS, 09/25/2026: From $364
    25

    Fri

  • PNS–BOS, 09/26/2026: From $337
    26

    Sat

  • PNS–BOS, 09/27/2026: From $337
    27

    Sun

  • PNS–BOS, 09/28/2026: From $290
    28

    Mon

  • PNS–BOS, 09/29/2026: From $259
    29

    Tue

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    30

    Wed

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    01

    Thu

    OCT

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    02

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    03

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    04

    Sun

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    05

    Mon

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    06

    Tue

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    07

    Wed

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    08

    Thu

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    09

    Fri

  • PNS–BOS, 10/10/2026: From $337
    10

    Sat

    • Range$259-$459

    *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:
    Pensacola International Airport
    Arriving at:
    Logan International Airport
    Distance:
    1215 miles

    Route Information

    66† 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 66 weekly flights from Pensacola to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Pensacola to Boston with Southwest, check out our Low Fare Calendar.
    You can rent a car at Logan International Airport book yours with your flight.
    Yes! Flights from Pensacola to Boston—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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