Southwest® flights from Boston to Milwaukee from $124

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Low fares from Boston to Milwaukee

$

Boston (BOS)to

Milwaukee (MKE)
Depart: 09/19/2026

One-way

Basic

From
$124
Seen: 19 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 08/25/2026

One-way

Basic

From
$124
Seen: 20 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 09/08/2026

One-way

Basic

From
$124
Seen: 14 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 10/20/2026

One-way

Basic

From
$124
Seen: 21 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 08/26/2026

One-way

Basic

From
$124
Seen: 22 hrs ago

Boston (BOS)to

Milwaukee (MKE)
Depart: 09/15/2026

One-way

Basic

From
$124
Seen: 5 hrs ago

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Explore flights from Boston to Milwaukee

Aug 2026
From$124*
Seen: 20 hrs ago
One Way/Basic
Sep 2026
From$124*
Seen: 14 hrs ago
One Way/Basic
Oct 2026
From$124*
Seen: 23 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $124
cmp-daily-histogram-bars-legend-max-price-aria-label $424
Displaying fares for August-2026
  • BOS–MKE, 08/01/2026: From $424
    01

    Sat

    AUG

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

    Sun

  • BOS–MKE, 08/03/2026: From $304
    03

    Mon

  • BOS–MKE, 08/04/2026: From $374
    04

    Tue

  • BOS–MKE, 08/05/2026: From $374
    05

    Wed

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

    Thu

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

    Fri

  • BOS–MKE, 08/08/2026: From $274
    08

    Sat

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

    Sun

  • BOS–MKE, 08/10/2026: From $254
    10

    Mon

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

    Tue

  • BOS–MKE, 08/12/2026: From $254
    12

    Wed

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

    Thu

  • BOS–MKE, 08/14/2026: From $159
    14

    Fri

  • BOS–MKE, 08/15/2026: From $224
    15

    Sat

  • BOS–MKE: cmp-view-offers-disclaimer. Find Offers
    16

    Sun

  • BOS–MKE: cmp-view-offers-disclaimer. Find Offers
    17

    Mon

  • BOS–MKE, 08/18/2026: From $159
    18

    Tue

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

    Wed

  • BOS–MKE, 08/20/2026: From $159
    20

    Thu

  • BOS–MKE, 08/21/2026: From $159
    21

    Fri

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

    Sat

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

    Sun

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

    Mon

  • BOS–MKE, 08/25/2026: From $124
    25

    Tue

  • BOS–MKE, 08/26/2026: From $124
    26

    Wed

  • BOS–MKE, 08/27/2026: From $159
    27

    Thu

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

    Fri

  • BOS–MKE, 08/29/2026: From $124
    29

    Sat

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

    Sun

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

    Mon

    • Range$124-$424

    *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

    Route Information

    116† 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 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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