Southwest® flights from Boston to Pensacola from $168

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Low fares from Boston to Pensacola

$

Boston (BOS)to

Pensacola (PNS)
Depart: 05/05/2026

One-way

Basic

From
$168
Seen: 18 hrs ago

Boston (BOS)to

Pensacola (PNS)
Depart: 05/20/2026

One-way

Basic

From
$203
Seen: 8 hrs ago

Boston (BOS)to

Pensacola (PNS)
Depart: 05/05/2026

One-way

Choice

From
$208
Seen: 18 hrs ago

Boston (BOS)to

Pensacola (PNS)
Depart: 05/28/2026

One-way

Basic

From
$208
Seen: 7 hrs ago

Boston (BOS)to

Pensacola (PNS)
Depart: 06/12/2026

One-way

Basic

From
$214
Seen: 22 hrs ago

Boston (BOS)to

Pensacola (PNS)
Depart: 04/24/2026

One-way

Basic

From
$219
Seen: 3 hrs ago

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Explore flights from Boston to Pensacola

Mar 2026
From$259*
Seen: 1 hour ago
One Way/Basic
Apr 2026
From$219*
Seen: 3 hrs ago
One Way/Basic
May 2026
From$168*
Seen: 18 hrs ago
One Way/Basic
$219
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    • Range$219-$499

    *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:
    Pensacola International Airport
    Distance:
    1215 miles

    Route Information

    60† 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 60 weekly flights from Boston to Pensacola on Southwest Airlines.
    To find the lowest fares by day and time to fly Boston to Pensacola with Southwest, check out our Low Fare Calendar.
    You can rent a car at Pensacola International Airport book yours with your flight.
    Yes! Flights from Boston to Pensacola—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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