Southwest® flights from Fort Myers/Naples to Milwaukee from $139

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Low fares from Fort Myers/Naples to Milwaukee

$

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/24/2026

One-way

Basic

From
$139
Seen: 11 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/18/2026

One-way

Basic

From
$139
Seen: 14 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/04/2026

One-way

Basic

From
$139
Seen: 15 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/21/2026

One-way

Basic

From
$139
Seen: 4 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/03/2026

One-way

Basic

From
$139
Seen: 3 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/05/2026

One-way

Basic

From
$139
Seen: 31 minutes ago

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Explore flights from Fort Myers/Naples to Milwaukee

Oct 2026
From$139*
Seen: 16 hrs ago
One Way/Basic
Nov 2026
From$139*
Seen: 1 minute ago
One Way/Basic
Dec 2026
From$139*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $139
cmp-daily-histogram-bars-legend-max-price-aria-label $510
Displaying fares for October-2026
  • RSW–MKE, 10/01/2026: From $510
    01

    Thu

    OCT

  • RSW–MKE, 10/02/2026: From $510
    02

    Fri

  • RSW–MKE, 10/03/2026: From $510
    03

    Sat

  • RSW–MKE, 10/04/2026: From $510
    04

    Sun

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

    Mon

  • RSW–MKE, 10/06/2026: From $510
    06

    Tue

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

    Wed

  • RSW–MKE, 10/08/2026: From $475
    08

    Thu

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

    Fri

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

    Sat

  • RSW–MKE, 10/11/2026: From $475
    11

    Sun

  • RSW–MKE, 10/12/2026: From $475
    12

    Mon

  • RSW–MKE, 10/13/2026: From $475
    13

    Tue

  • RSW–MKE, 10/14/2026: From $280
    14

    Wed

  • RSW–MKE, 10/15/2026: From $280
    15

    Thu

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

    Fri

  • RSW–MKE, 10/17/2026: From $280
    17

    Sat

  • RSW–MKE, 10/18/2026: From $280
    18

    Sun

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

    Mon

  • RSW–MKE, 10/20/2026: From $280
    20

    Tue

  • RSW–MKE, 10/21/2026: From $139
    21

    Wed

  • RSW–MKE, 10/22/2026: From $139
    22

    Thu

  • RSW–MKE, 10/23/2026: From $155
    23

    Fri

  • RSW–MKE, 10/24/2026: From $144
    24

    Sat

  • RSW–MKE, 10/25/2026: From $250
    25

    Sun

  • RSW–MKE, 10/26/2026: From $144
    26

    Mon

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

    Tue

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

    Wed

  • RSW–MKE, 10/29/2026: From $139
    29

    Thu

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

    Fri

  • RSW–MKE, 10/31/2026: From $144
    31

    Sat

    • Range$139-$510

    *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:
    Southwest Florida Regional Airport
    Arriving at:
    General Mitchell Airport
    Average flight time:
    2 hours 58 minutes
    Distance:
    1183 miles

    Route Information

    113† Weekly flights
    • 1‡ Nonstop flight per day Monday through Friday
    • 2‡ Nonstop flights on Saturday
    • 1‡ Nonstop flight on Sunday

    † 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

    The average flight time from Fort Myers/Naples to Milwaukee is 2 hours 58 minutes.
    There are 113 weekly flights from Fort Myers/Naples to Milwaukee on Southwest Airlines.
    Yes, Southwest flies nonstop from Fort Myers/Naples to Milwaukee once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Fort Myers/Naples to Milwaukee 2 times per day on Saturdays and once per day on Sundays.
    To find the lowest fares by day and time to fly Fort Myers/Naples 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 Fort Myers/Naples 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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