Southwest® flights from Oakland to Boston from $169

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Low fares from Oakland to Boston

$

Oakland (OAK)to

Boston (BOS)
Depart: 09/16/2026

One-way

Basic

From
$169
Seen: 17 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 09/23/2026

One-way

Basic

From
$169
Seen: 5 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 09/19/2026

One-way

Basic

From
$169
Seen: 1 hour ago

Oakland (OAK)to

Boston (BOS)
Depart: 10/20/2026

One-way

Basic

From
$169
Seen: 16 minutes ago

Oakland (OAK)to

Boston (BOS)
Depart: 10/24/2026

One-way

Basic

From
$169
Seen: 21 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 10/27/2026

One-way

Basic

From
$169
Seen: 17 hrs ago

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Explore flights from Oakland to Boston

Aug 2026
From$179*
Seen: 15 hrs ago
One Way/Basic
Sep 2026
From$169*
Seen: 5 hrs ago
One Way/Basic
Oct 2026
From$169*
Seen: 17 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $179
cmp-daily-histogram-bars-legend-max-price-aria-label $399
Displaying fares for August-2026
  • OAK–BOS, 08/01/2026: From $312
    01

    Sat

    AUG

  • OAK–BOS, 08/02/2026: From $399
    02

    Sun

  • OAK–BOS, 08/03/2026: From $374
    03

    Mon

  • OAK–BOS, 08/04/2026: From $307
    04

    Tue

  • OAK–BOS, 08/05/2026: From $307
    05

    Wed

  • OAK–BOS, 08/06/2026: From $374
    06

    Thu

  • OAK–BOS, 08/07/2026: From $329
    07

    Fri

  • OAK–BOS, 08/08/2026: From $307
    08

    Sat

  • OAK–BOS, 08/09/2026: From $329
    09

    Sun

  • OAK–BOS, 08/10/2026: From $329
    10

    Mon

  • OAK–BOS, 08/11/2026: From $307
    11

    Tue

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

    Wed

  • OAK–BOS, 08/13/2026: From $329
    13

    Thu

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

    Fri

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

    Sat

  • OAK–BOS, 08/16/2026: From $235
    16

    Sun

  • OAK–BOS: cmp-view-offers-disclaimer. Find Offers
    17

    Mon

  • OAK–BOS, 08/18/2026: From $204
    18

    Tue

  • OAK–BOS, 08/19/2026: From $199
    19

    Wed

  • OAK–BOS, 08/20/2026: From $238
    20

    Thu

  • OAK–BOS, 08/21/2026: From $185
    21

    Fri

  • OAK–BOS, 08/22/2026: From $179
    22

    Sat

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

    Sun

  • OAK–BOS: cmp-view-offers-disclaimer. Find Offers
    24

    Mon

  • OAK–BOS: cmp-view-offers-disclaimer. Find Offers
    25

    Tue

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

    Wed

  • OAK–BOS, 08/27/2026: From $185
    27

    Thu

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

    Fri

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

    Sat

  • OAK–BOS, 08/30/2026: From $194
    30

    Sun

  • OAK–BOS, 08/31/2026: From $185
    31

    Mon

    • Range$179-$399

    *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:
    Oakland International Airport
    Arriving at:
    Logan International Airport
    Distance:
    2694 miles

    Route Information

    70† 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 70 weekly flights from Oakland to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Oakland 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 Oakland 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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