Southwest® flights from Boston to Milwaukee from $219

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Low fares from Boston to Milwaukee

$

Boston (BOS)to

Milwaukee (MKE)
Depart: 12/30/2026

One-way

Basic

From
$219
Seen: 12 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 12/21/2026

One-way

Basic

From
$219
Seen: 3 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 01/11/2027

One-way

Basic

From
$219
Seen: 16 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 12/28/2026

One-way

Basic

From
$219
Seen: 16 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 12/29/2026

One-way

Basic

From
$219
Seen: 15 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 12/06/2026

One-way

Basic

From
$219
Seen: 9 hrs ago

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Explore flights from Boston to Milwaukee

Nov 2026
From$239*
Seen: 21 hrs ago
One Way/Basic
Dec 2026
From$219*
Seen: 9 hrs ago
One Way/Basic
Jan 2027
From$219*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $219
cmp-daily-histogram-bars-legend-max-price-aria-label $474
Displaying fares for November-2026
  • BOS–MKE, 11/13/2026: From $474
    13

    Fri

    NOV

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

    Sat

  • BOS–MKE, 11/15/2026: From $399
    15

    Sun

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    16

    Mon

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    17

    Tue

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    18

    Wed

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    19

    Thu

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

    Fri

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

    Sat

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

    Sun

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    23

    Mon

  • BOS–MKE, 11/24/2026: From $289
    24

    Tue

  • BOS–MKE, 11/25/2026: From $239
    25

    Wed

  • BOS–MKE, 11/26/2026: From $239
    26

    Thu

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

    Fri

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

    Sat

  • BOS–MKE, 11/29/2026: From $289
    29

    Sun

  • BOS–MKE, 11/30/2026: From $239
    30

    Mon

  • BOS–MKE, 12/01/2026: From $239
    01

    Tue

    DEC

  • BOS–MKE: cmp-view-offers-disclaimer. Find Offers
    02

    Wed

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

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

    Fri

  • BOS–MKE: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

  • BOS–MKE, 12/06/2026: From $219
    06

    Sun

  • BOS–MKE, 12/07/2026: From $219
    07

    Mon

  • BOS–MKE, 12/08/2026: From $219
    08

    Tue

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

    Wed

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

    Thu

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

    Fri

  • BOS–MKE, 12/12/2026: From $219
    12

    Sat

    • Range$219-$474

    *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:
    Logan International Airport
    Arriving at:
    General Mitchell Airport
    Distance:
    860 miles

    Questions we hear the most

    There are 116 weekly flights from Boston to Milwaukee on Southwest Airlines.
    To find the lowest fares by day and time to fly Boston 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 Boston 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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