Southwest® flights from San Jose, CA to Milwaukee from $144

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Low fares from San Jose, CA to Milwaukee

$

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 12/14/2026

One-way

Basic

From
$144
Seen: 21 hrs ago

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 12/02/2026

One-way

Basic

From
$144
Seen: 9 hrs ago

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 01/28/2027

One-way

Basic

From
$144
Seen: 9 hrs ago

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 01/04/2027

One-way

Basic

From
$144
Seen: 20 hrs ago

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 11/10/2026

One-way

Basic

From
$144
Seen: 23 hrs ago

San Jose, CA (SJC)to

Milwaukee (MKE)
Depart: 12/10/2026

One-way

Basic

From
$144
Seen: 23 hrs ago

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Explore flights from San Jose, CA to Milwaukee

Oct 2026
From$529*
Seen: 10 hrs ago
One Way/Basic
Nov 2026
From$144*
Seen: 23 hrs ago
One Way/Basic
Dec 2026
From$144*
Seen: 23 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $144
Displaying fares for October-2026
  • SJC–MKE: cmp-view-offers-disclaimer. Find Offers
    22

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    OCT

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    Mon

  • SJC–MKE, 10/27/2026: From $594
    27

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  • SJC–MKE, 10/28/2026: From $529
    28

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    29

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  • SJC–MKE, 10/30/2026: From $529
    30

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    31

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    NOV

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    03

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    04

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  • SJC–MKE, 11/05/2026: From $324
    05

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    06

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    07

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  • SJC–MKE, 11/08/2026: From $324
    08

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

    Mon

  • SJC–MKE, 11/10/2026: From $144
    10

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  • SJC–MKE: cmp-view-offers-disclaimer. Find Offers
    11

    Wed

  • SJC–MKE, 11/12/2026: From $180
    12

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    13

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    14

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    15

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    16

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    17

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    18

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    19

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    20

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

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    • Range$144-$594

    *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:
    Norman Y. Mineta San José International Airport
    Arriving at:
    General Mitchell Airport
    Distance:
    1829 miles

    Questions we hear the most

    There are 147 weekly flights from San Jose, CA to Milwaukee on Southwest Airlines.
    To find the lowest fares by day and time to fly San Jose, CA to Milwaukee with Southwest, check out our Low Fare Calendar.
    You can rent a car at General Mitchell Airport book yours with your flight.
    Yes! Flights from San Jose, CA to Milwaukee—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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