Southwest® flights from Hartford/Springfield to Milwaukee from $163

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Low fares from Hartford/Springfield to Milwaukee

$

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 12/03/2026

One-way

Basic

From
$163
Seen: 17 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 10/29/2026

One-way

Basic

From
$163
Seen: 18 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 11/06/2026

One-way

Basic

From
$178
Seen: 10 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 12/11/2026

One-way

Basic

From
$178
Seen: 10 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 10/02/2026

One-way

Basic

From
$194
Seen: 1 hour ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 10/29/2026

One-way

Choice

From
$203
Seen: 18 hrs ago

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Explore flights from Hartford/Springfield to Milwaukee

Sep 2026
From$249*
Seen: 15 hrs ago
One Way/Basic
Oct 2026
From$163*
Seen: 18 hrs ago
One Way/Basic
Nov 2026
From$178*
Seen: 10 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $194
cmp-daily-histogram-bars-legend-max-price-aria-label $509
Displaying fares for September-2026
  • BDL–MKE: cmp-view-offers-disclaimer. Find Offers
    12

    Sat

    SEP

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

    Sun

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

    Mon

  • BDL–MKE: cmp-view-offers-disclaimer. Find Offers
    15

    Tue

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

    Wed

  • BDL–MKE, 09/17/2026: From $509
    17

    Thu

  • BDL–MKE, 09/18/2026: From $404
    18

    Fri

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

    Sat

  • BDL–MKE, 09/20/2026: From $394
    20

    Sun

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

    Mon

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

    Tue

  • BDL–MKE, 09/23/2026: From $394
    23

    Wed

  • BDL–MKE, 09/24/2026: From $249
    24

    Thu

  • BDL–MKE, 09/25/2026: From $249
    25

    Fri

  • BDL–MKE: cmp-view-offers-disclaimer. Find Offers
    26

    Sat

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

    Sun

  • BDL–MKE, 09/28/2026: From $285
    28

    Mon

  • BDL–MKE, 09/29/2026: From $259
    29

    Tue

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

    Wed

  • BDL–MKE, 10/01/2026: From $259
    01

    Thu

    OCT

  • BDL–MKE, 10/02/2026: From $194
    02

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

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

    Wed

  • BDL–MKE: cmp-view-offers-disclaimer. Find Offers
    08

    Thu

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

    Fri

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

    Sat

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

    Sun

    • Range$194-$509

    *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:
    Bradley International Airport
    Arriving at:
    General Mitchell Airport
    Distance:
    780 miles

    Route Information

    87† 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 87 weekly flights from Hartford/Springfield to Milwaukee on Southwest Airlines.
    To find the lowest fares by day and time to fly Hartford/Springfield 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 Hartford/Springfield 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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