Southwest® flights from Hartford/Springfield to Milwaukee from $165

Promo Code

Low fares from Hartford/Springfield to Milwaukee

$

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 04/21/2026

One-way

Basic

From
$165
Seen: 13 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 05/14/2026

One-way

Basic

From
$178
Seen: 15 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 05/23/2026

One-way

Basic

From
$178
Seen: 16 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 04/20/2026

One-way

Basic

From
$178
Seen: 11 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 04/21/2026

One-way

Choice

From
$200
Seen: 13 hrs ago

Hartford/Springfield (BDL)to

Milwaukee (MKE)
Depart: 04/24/2026

One-way

Basic

From
$204
Seen: 9 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Hartford/Springfield to Milwaukee

Mar 2026
From$359*
Seen: 8 hrs ago
One Way/Basic
Apr 2026
From$165*
Seen: 13 hrs ago
One Way/Basic
May 2026
From$178*
Seen: 15 hrs ago
One Way/Basic
$244
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    • Range$244-$479

    *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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