Southwest® flights from Oakland to Boston from $154

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Low fares from Oakland to Boston

$

Oakland (OAK)to

Boston (BOS)
Depart: 12/05/2026

One-way

Basic

From
$154
Seen: 22 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 01/06/2027

One-way

Basic

From
$154
Seen: 5 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 12/02/2026

One-way

Basic

From
$159
Seen: 2 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 12/09/2026

One-way

Basic

From
$174
Seen: 9 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 12/03/2026

One-way

Basic

From
$174
Seen: 9 hrs ago

Oakland (OAK)to

Boston (BOS)
Depart: 12/13/2026

One-way

Basic

From
$174
Seen: 11 hrs ago

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Explore flights from Oakland to Boston

Nov 2026
From$284*
Seen: 23 hrs ago
One Way/Basic
Dec 2026
From$154*
Seen: 22 hrs ago
One Way/Basic
Jan 2027
From$154*
Seen: 5 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $154
cmp-daily-histogram-bars-legend-max-price-aria-label $485
Displaying fares for November-2026
  • OAK–BOS, 11/12/2026: From $429
    12

    Thu

    NOV

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

    Fri

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

    Sat

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

    Sun

  • OAK–BOS, 11/16/2026: From $404
    16

    Mon

  • OAK–BOS, 11/17/2026: From $337
    17

    Tue

  • OAK–BOS, 11/18/2026: From $337
    18

    Wed

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

    Thu

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

    Fri

  • OAK–BOS, 11/21/2026: From $337
    21

    Sat

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

    Sun

  • OAK–BOS, 11/23/2026: From $359
    23

    Mon

  • OAK–BOS, 11/24/2026: From $284
    24

    Tue

  • OAK–BOS, 11/25/2026: From $284
    25

    Wed

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

    Thu

  • OAK–BOS, 11/27/2026: From $284
    27

    Fri

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

    Sat

  • OAK–BOS, 11/29/2026: From $485
    29

    Sun

  • OAK–BOS, 11/30/2026: From $284
    30

    Mon

  • OAK–BOS, 12/01/2026: From $204
    01

    Tue

    DEC

  • OAK–BOS, 12/02/2026: From $159
    02

    Wed

  • OAK–BOS, 12/03/2026: From $174
    03

    Thu

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

    Fri

  • OAK–BOS, 12/05/2026: From $154
    05

    Sat

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

    Sun

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

    Mon

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

    Tue

  • OAK–BOS, 12/09/2026: From $174
    09

    Wed

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

    Thu

  • OAK–BOS, 12/11/2026: From $174
    11

    Fri

    • Range$154-$485

    *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

    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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