Southwest® flights from Portland, OR to Boston from $154

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Low fares from Portland, OR to Boston

$

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/06/2026

One-way

Basic

From
$154
Seen: 14 hrs ago

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/23/2026

One-way

Basic

From
$184
Seen: 13 hrs ago

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/28/2026

One-way

Basic

From
$184
Seen: 4 minutes ago

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/24/2026

One-way

Basic

From
$189
Seen: 3 hrs ago

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/17/2026

One-way

Basic

From
$189
Seen: 3 hrs ago

Portland, OR (PDX)to

Boston (BOS)
Depart: 09/18/2026

One-way

Basic

From
$189
Seen: 15 hrs ago

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Explore flights from Portland, OR to Boston

Aug 2026
From$194*
Seen: 5 hrs ago
One Way/Basic
Sep 2026
From$154*
Seen: 14 hrs ago
One Way/Basic
Oct 2026
From$194*
Seen: 4 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $194
cmp-daily-histogram-bars-legend-max-price-aria-label $357
Displaying fares for August-2026
  • PDX–BOS, 08/01/2026: From $318
    01

    Sat

    AUG

  • PDX–BOS, 08/02/2026: From $357
    02

    Sun

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

    Mon

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    04

    Tue

  • PDX–BOS, 08/05/2026: From $317
    05

    Wed

  • PDX–BOS, 08/06/2026: From $357
    06

    Thu

  • PDX–BOS, 08/07/2026: From $309
    07

    Fri

  • PDX–BOS, 08/08/2026: From $314
    08

    Sat

  • PDX–BOS, 08/09/2026: From $320
    09

    Sun

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    10

    Mon

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

    Tue

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    12

    Wed

  • PDX–BOS, 08/13/2026: From $309
    13

    Thu

  • PDX–BOS, 08/14/2026: From $204
    14

    Fri

  • PDX–BOS, 08/15/2026: From $289
    15

    Sat

  • PDX–BOS, 08/16/2026: From $299
    16

    Sun

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    17

    Mon

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    18

    Tue

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    19

    Wed

  • PDX–BOS, 08/20/2026: From $239
    20

    Thu

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    21

    Fri

  • PDX–BOS, 08/22/2026: From $194
    22

    Sat

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    23

    Sun

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    24

    Mon

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    25

    Tue

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    26

    Wed

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

    Thu

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

    Fri

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

    Sat

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    30

    Sun

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    31

    Mon

    • Range$194-$357

    *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:
    Portland International Airport
    Arriving at:
    Logan International Airport
    Distance:
    2537 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 Portland, OR to Boston on Southwest Airlines.
    To find the lowest fares by day and time to fly Portland, OR 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 Portland, OR 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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