Southwest® flights from Milwaukee to Portland, OR from $174

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Low fares from Milwaukee to Portland, OR

$

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 10/10/2026

One-way

Basic

From
$174
Seen: 21 hrs ago

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 10/03/2026

One-way

Basic

From
$174
Seen: 13 hrs ago

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 10/17/2026

One-way

Basic

From
$174
Seen: 5 hrs ago

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 09/02/2026

One-way

Basic

From
$174
Seen: 5 hrs ago

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 08/25/2026

One-way

Basic

From
$174
Seen: 12 hrs ago

Milwaukee (MKE)to

Portland, OR (PDX)
Depart: 09/22/2026

One-way

Basic

From
$174
Seen: 20 hrs ago

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Explore flights from Milwaukee to Portland, OR

Aug 2026
From$174*
Seen: 9 hrs ago
One Way/Basic
Sep 2026
From$174*
Seen: 5 hrs ago
One Way/Basic
Oct 2026
From$174*
Seen: 5 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $174
cmp-daily-histogram-bars-legend-max-price-aria-label $417
Displaying fares for August-2026
  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    02

    Sun

    AUG

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

    Mon

  • MKE–PDX, 08/04/2026: From $417
    04

    Tue

  • MKE–PDX, 08/05/2026: From $417
    05

    Wed

  • MKE–PDX, 08/06/2026: From $417
    06

    Thu

  • MKE–PDX, 08/07/2026: From $417
    07

    Fri

  • MKE–PDX, 08/08/2026: From $417
    08

    Sat

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    09

    Sun

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    10

    Mon

  • MKE–PDX, 08/11/2026: From $417
    11

    Tue

  • MKE–PDX, 08/12/2026: From $417
    12

    Wed

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    13

    Thu

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    14

    Fri

  • MKE–PDX, 08/15/2026: From $304
    15

    Sat

  • MKE–PDX, 08/16/2026: From $304
    16

    Sun

  • MKE–PDX, 08/17/2026: From $304
    17

    Mon

  • MKE–PDX, 08/18/2026: From $304
    18

    Tue

  • MKE–PDX, 08/19/2026: From $304
    19

    Wed

  • MKE–PDX, 08/20/2026: From $304
    20

    Thu

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    21

    Fri

  • MKE–PDX, 08/22/2026: From $200
    22

    Sat

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    23

    Sun

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    24

    Mon

  • MKE–PDX, 08/25/2026: From $174
    25

    Tue

  • MKE–PDX, 08/26/2026: From $174
    26

    Wed

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

    Thu

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

    Fri

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

    Sat

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    30

    Sun

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    31

    Mon

  • MKE–PDX: cmp-view-offers-disclaimer. Find Offers
    01

    Tue

    SEP

    • Range$174-$417

    *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:
    General Mitchell Airport
    Arriving at:
    Portland International Airport
    Distance:
    1718 miles

    Route Information

    122† 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 122 weekly flights from Milwaukee to Portland, OR on Southwest Airlines.
    To find the lowest fares by day and time to fly Milwaukee to Portland, OR with Southwest, check out our Low Fare Calendar.
    You can rent a car at Portland International Airport book yours with your flight.
    Yes! Flights from Milwaukee to Portland, OR—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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