Southwest® flights from San Diego to Boston from $109

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Low fares from San Diego to Boston

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San Diego (SAN)to

Boston (BOS)
Depart: 12/02/2026

One-way

Basic

From
$109
Seen: 59 minutes ago

San Diego (SAN)to

Boston (BOS)
Depart: 12/09/2026

One-way

Basic

From
$109
Seen: 20 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 10/28/2026

One-way

Basic

From
$109
Seen: 19 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 11/17/2026

One-way

Basic

From
$109
Seen: 23 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 11/03/2026

One-way

Basic

From
$109
Seen: 3 hrs ago

San Diego (SAN)to

Boston (BOS)
Depart: 10/27/2026

One-way

Basic

From
$109
Seen: 19 hrs ago

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Explore flights from San Diego to Boston

Oct 2026
From$109*
Seen: 19 hrs ago
One Way/Basic
Nov 2026
From$109*
Seen: 3 hrs ago
One Way/Basic
Dec 2026
From$109*
Seen: 12 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $109
cmp-daily-histogram-bars-legend-max-price-aria-label $421
Displaying fares for October-2026
  • SAN–BOS, 10/01/2026: From $411
    01

    Thu

    OCT

  • SAN–BOS, 10/02/2026: From $421
    02

    Fri

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

    Sat

  • SAN–BOS, 10/04/2026: From $421
    04

    Sun

  • SAN–BOS, 10/05/2026: From $421
    05

    Mon

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

    Tue

  • SAN–BOS, 10/07/2026: From $326
    07

    Wed

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    08

    Thu

  • SAN–BOS, 10/09/2026: From $356
    09

    Fri

  • SAN–BOS, 10/10/2026: From $326
    10

    Sat

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    11

    Sun

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

    Mon

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    13

    Tue

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

    Wed

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    15

    Thu

  • SAN–BOS, 10/16/2026: From $271
    16

    Fri

  • SAN–BOS, 10/17/2026: From $194
    17

    Sat

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

    Sun

  • SAN–BOS, 10/19/2026: From $151
    19

    Mon

  • SAN–BOS, 10/20/2026: From $119
    20

    Tue

  • SAN–BOS, 10/21/2026: From $119
    21

    Wed

  • SAN–BOS, 10/22/2026: From $209
    22

    Thu

  • SAN–BOS, 10/23/2026: From $173
    23

    Fri

  • SAN–BOS, 10/24/2026: From $149
    24

    Sat

  • SAN–BOS, 10/25/2026: From $238
    25

    Sun

  • SAN–BOS, 10/26/2026: From $139
    26

    Mon

  • SAN–BOS, 10/27/2026: From $109
    27

    Tue

  • SAN–BOS, 10/28/2026: From $109
    28

    Wed

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    29

    Thu

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    30

    Fri

  • SAN–BOS: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

    • Range$109-$421

    *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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