Southwest® flights from Pittsburgh to Boston from $149

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Low fares from Pittsburgh to Boston

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Pittsburgh (PIT)to

Boston (BOS)
Depart: 12/10/2026

One-way

Basic

From
$149
Seen: 2 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 10/28/2026

One-way

Basic

From
$154
Seen: 23 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 10/17/2026

One-way

Basic

From
$154
Seen: 10 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 10/31/2026

One-way

Basic

From
$154
Seen: 5 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 10/14/2026

One-way

Basic

From
$169
Seen: 18 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 10/07/2026

One-way

Basic

From
$169
Seen: 9 hrs ago

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Explore flights from Pittsburgh to Boston

Sep 2026
From$174*
Seen: 18 hrs ago
One Way/Basic
Oct 2026
From$154*
Seen: 10 hrs ago
One Way/Basic
Nov 2026
From$169*
Seen: 21 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $169
cmp-daily-histogram-bars-legend-max-price-aria-label $354
Displaying fares for September-2026
  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

    SEP

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

  • PIT–BOS, 09/13/2026: From $354
    13

    Sun

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

    Mon

  • PIT–BOS, 09/15/2026: From $354
    15

    Tue

  • PIT–BOS, 09/16/2026: From $354
    16

    Wed

  • PIT–BOS, 09/17/2026: From $299
    17

    Thu

  • PIT–BOS, 09/18/2026: From $299
    18

    Fri

  • PIT–BOS, 09/19/2026: From $299
    19

    Sat

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

    Sun

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

    Mon

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

    Tue

  • PIT–BOS, 09/23/2026: From $174
    23

    Wed

  • PIT–BOS, 09/24/2026: From $347
    24

    Thu

  • PIT–BOS, 09/25/2026: From $290
    25

    Fri

  • PIT–BOS, 09/26/2026: From $214
    26

    Sat

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

    Sun

  • PIT–BOS, 09/28/2026: From $254
    28

    Mon

  • PIT–BOS, 09/29/2026: From $174
    29

    Tue

  • PIT–BOS, 09/30/2026: From $188
    30

    Wed

  • PIT–BOS, 10/01/2026: From $214
    01

    Thu

    OCT

  • PIT–BOS, 10/02/2026: From $214
    02

    Fri

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    03

    Sat

  • PIT–BOS, 10/04/2026: From $209
    04

    Sun

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

    Mon

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    06

    Tue

  • PIT–BOS, 10/07/2026: From $169
    07

    Wed

  • PIT–BOS, 10/08/2026: From $285
    08

    Thu

  • PIT–BOS, 10/09/2026: From $249
    09

    Fri

  • PIT–BOS, 10/10/2026: From $214
    10

    Sat

    • Range$169-$354

    *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:
    Pittsburgh International Airport
    Arriving at:
    Logan International Airport
    Distance:
    496 miles

    Route Information

    119† 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 119 weekly flights from Pittsburgh to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Pittsburgh 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 Pittsburgh 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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