Southwest® flights from San Diego to Boston from $129

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Low fares from San Diego to Boston

$

San Diego (SAN)to

Boston (BOS)
Depart: 10/24/2026

One-way

Basic

From
$129
Seen: 22 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 11/26/2026

One-way

Basic

From
$129
Seen: 11 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 10/27/2026

One-way

Basic

From
$129
Seen: 20 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 09/30/2026

One-way

Basic

From
$129
Seen: 20 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 11/02/2026

One-way

Basic

From
$129
Seen: 5 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 11/10/2026

One-way

Basic

From
$129
Seen: 10 hrs ago

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Explore flights from San Diego to Boston

Sep 2026
From$129*
Seen: 20 hrs ago
One Way/Basic
Oct 2026
From$129*
Seen: 22 hrs ago
One Way/Basic
Nov 2026
From$129*
Seen: 15 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $129
cmp-daily-histogram-bars-legend-max-price-aria-label $440
Displaying fares for September-2026
  • SAN–BOS, 09/10/2026: From $346
    10

    Thu

    SEP

  • SAN–BOS, 09/11/2026: From $346
    11

    Fri

  • SAN–BOS, 09/12/2026: From $346
    12

    Sat

  • SAN–BOS, 09/13/2026: From $346
    13

    Sun

  • SAN–BOS, 09/14/2026: From $346
    14

    Mon

  • SAN–BOS, 09/15/2026: From $346
    15

    Tue

  • SAN–BOS, 09/16/2026: From $266
    16

    Wed

  • SAN–BOS, 09/17/2026: From $440
    17

    Thu

  • SAN–BOS, 09/18/2026: From $266
    18

    Fri

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

    Sat

  • SAN–BOS, 09/20/2026: From $266
    20

    Sun

  • SAN–BOS, 09/21/2026: From $266
    21

    Mon

  • SAN–BOS, 09/22/2026: From $266
    22

    Tue

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

    Wed

  • SAN–BOS, 09/24/2026: From $306
    24

    Thu

  • SAN–BOS, 09/25/2026: From $199
    25

    Fri

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

    Sat

  • SAN–BOS, 09/27/2026: From $199
    27

    Sun

  • SAN–BOS, 09/28/2026: From $199
    28

    Mon

  • SAN–BOS, 09/29/2026: From $179
    29

    Tue

  • SAN–BOS, 09/30/2026: From $129
    30

    Wed

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    01

    Thu

    OCT

  • SAN–BOS, 10/02/2026: From $228
    02

    Fri

  • SAN–BOS, 10/03/2026: From $189
    03

    Sat

  • SAN–BOS, 10/04/2026: From $197
    04

    Sun

  • SAN–BOS, 10/05/2026: From $139
    05

    Mon

  • SAN–BOS, 10/06/2026: From $151
    06

    Tue

  • SAN–BOS, 10/07/2026: From $179
    07

    Wed

  • SAN–BOS, 10/08/2026: From $279
    08

    Thu

  • SAN–BOS, 10/09/2026: From $305
    09

    Fri

    • Range$129-$440

    *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:
    San Diego International Airport
    Arriving at:
    Logan International Airport
    Distance:
    2588 miles

    Route Information

    138† 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 138 weekly flights from San Diego to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly San Diego 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 San Diego 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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