Southwest® flights from Oakland to Boston from $169

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Low fares from Oakland to Boston

$

Oakland (OAK)to

Boston (BOS)
Depart: 12/02/2026

One-way

Basic

From
$169
Seen: 14 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 11/13/2026

One-way

Basic

From
$174
Seen: 16 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 11/12/2026

One-way

Basic

From
$174
Seen: 22 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 12/03/2026

One-way

Basic

From
$174
Seen: 55 minutes ago

Oakland (OAK)to

Boston (BOS)
Depart: 10/29/2026

One-way

Basic

From
$184
Seen: 19 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 10/05/2026

One-way

Basic

From
$184
Seen: 5 hrs ago

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Explore flights from Oakland to Boston

Sep 2026
From$194*
Seen: 23 hrs ago
One Way/Basic
Oct 2026
From$184*
Seen: 19 hrs ago
One Way/Basic
Nov 2026
From$174*
Seen: 22 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $184
cmp-daily-histogram-bars-legend-max-price-aria-label $399
Displaying fares for September-2026
  • OAK–BOS, 09/11/2026: From $399
    11

    Fri

    SEP

  • OAK–BOS, 09/12/2026: From $307
    12

    Sat

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

    Sun

  • OAK–BOS, 09/14/2026: From $384
    14

    Mon

  • OAK–BOS, 09/15/2026: From $307
    15

    Tue

  • OAK–BOS: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

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

    Thu

  • OAK–BOS, 09/18/2026: From $329
    18

    Fri

  • OAK–BOS, 09/19/2026: From $307
    19

    Sat

  • OAK–BOS, 09/20/2026: From $339
    20

    Sun

  • OAK–BOS, 09/21/2026: From $329
    21

    Mon

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

    Tue

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

    Wed

  • OAK–BOS, 09/24/2026: From $364
    24

    Thu

  • OAK–BOS, 09/25/2026: From $254
    25

    Fri

  • OAK–BOS, 09/26/2026: From $254
    26

    Sat

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

    Sun

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

    Mon

  • OAK–BOS, 09/29/2026: From $194
    29

    Tue

  • OAK–BOS, 09/30/2026: From $240
    30

    Wed

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

    Thu

    OCT

  • OAK–BOS, 10/02/2026: From $265
    02

    Fri

  • OAK–BOS, 10/03/2026: From $215
    03

    Sat

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

    Sun

  • OAK–BOS, 10/05/2026: From $184
    05

    Mon

  • OAK–BOS, 10/06/2026: From $199
    06

    Tue

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

    Wed

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

    Thu

  • OAK–BOS, 10/09/2026: From $374
    09

    Fri

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

    Sat

    • Range$184-$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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