Southwest® flights from Pittsburgh to Boston from $164

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Low fares from Pittsburgh to Boston

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Pittsburgh (PIT)to

Boston (BOS)
Depart: 12/09/2026

One-way

Basic

From
$164
Seen: 6 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 12/08/2026

One-way

Basic

From
$164
Seen: 6 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 01/09/2027

One-way

Basic

From
$174
Seen: 23 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 01/29/2027

One-way

Basic

From
$174
Seen: 18 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 12/16/2026

One-way

Basic

From
$174
Seen: 9 hrs ago

Pittsburgh (PIT)to

Boston (BOS)
Depart: 12/02/2026

One-way

Basic

From
$179
Seen: 14 hrs ago

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Explore flights from Pittsburgh to Boston

Nov 2026
From$250*
Seen: 7 hrs ago
One Way/Basic
Dec 2026
From$164*
Seen: 6 hrs ago
One Way/Basic
Jan 2027
From$174*
Seen: 18 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $164
cmp-daily-histogram-bars-legend-max-price-aria-label $413
Displaying fares for November-2026
  • PIT–BOS, 11/13/2026: From $399
    13

    Fri

    NOV

  • PIT–BOS, 11/14/2026: From $399
    14

    Sat

  • PIT–BOS, 11/15/2026: From $399
    15

    Sun

  • PIT–BOS, 11/16/2026: From $349
    16

    Mon

  • PIT–BOS, 11/17/2026: From $349
    17

    Tue

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

    Wed

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    19

    Thu

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

    Fri

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

    Sat

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

    Sun

  • PIT–BOS, 11/23/2026: From $266
    23

    Mon

  • PIT–BOS, 11/24/2026: From $294
    24

    Tue

  • PIT–BOS, 11/25/2026: From $294
    25

    Wed

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    26

    Thu

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

    Fri

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

    Sat

  • PIT–BOS, 11/29/2026: From $413
    29

    Sun

  • PIT–BOS, 11/30/2026: From $250
    30

    Mon

  • PIT–BOS, 12/01/2026: From $184
    01

    Tue

    DEC

  • PIT–BOS, 12/02/2026: From $179
    02

    Wed

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

    Thu

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    04

    Fri

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

    Sat

  • PIT–BOS, 12/06/2026: From $214
    06

    Sun

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    07

    Mon

  • PIT–BOS, 12/08/2026: From $164
    08

    Tue

  • PIT–BOS, 12/09/2026: From $164
    09

    Wed

  • PIT–BOS: cmp-view-offers-disclaimer. Find Offers
    10

    Thu

  • PIT–BOS, 12/11/2026: From $209
    11

    Fri

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

    Sat

    • Range$164-$413

    *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

    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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