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

Promo Code

Low fares from Fort Myers/Naples to Milwaukee

$

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/15/2026

One-way

Basic

From
$139
Seen: 13 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/04/2026

One-way

Basic

From
$139
Seen: 16 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/12/2026

One-way

Basic

From
$139
Seen: 11 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/03/2026

One-way

Basic

From
$139
Seen: 20 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/07/2026

One-way

Basic

From
$139
Seen: 15 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/02/2026

One-way

Basic

From
$149
Seen: 13 hrs ago

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Explore flights from Fort Myers/Naples to Milwaukee

Sep 2026
From$270*
Seen: 17 hrs ago
One Way/Basic
Oct 2026
From$139*
Seen: 20 hrs ago
One Way/Basic
Nov 2026
From$139*
Seen: 15 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 September-2026
  • RSW–MKE, 09/12/2026: From $510
    12

    Sat

    SEP

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

    Sun

  • RSW–MKE, 09/14/2026: From $510
    14

    Mon

  • RSW–MKE, 09/15/2026: From $510
    15

    Tue

  • RSW–MKE, 09/16/2026: From $510
    16

    Wed

  • RSW–MKE, 09/17/2026: From $510
    17

    Thu

  • RSW–MKE, 09/18/2026: From $475
    18

    Fri

  • RSW–MKE, 09/19/2026: From $475
    19

    Sat

  • RSW–MKE, 09/20/2026: From $475
    20

    Sun

  • RSW–MKE, 09/21/2026: From $475
    21

    Mon

  • RSW–MKE, 09/22/2026: From $475
    22

    Tue

  • RSW–MKE, 09/23/2026: From $475
    23

    Wed

  • RSW–MKE, 09/24/2026: From $475
    24

    Thu

  • RSW–MKE, 09/25/2026: From $270
    25

    Fri

  • RSW–MKE, 09/26/2026: From $280
    26

    Sat

  • RSW–MKE, 09/27/2026: From $280
    27

    Sun

  • RSW–MKE, 09/28/2026: From $280
    28

    Mon

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    29

    Tue

  • RSW–MKE, 09/30/2026: From $270
    30

    Wed

  • RSW–MKE, 10/01/2026: From $280
    01

    Thu

    OCT

  • RSW–MKE, 10/02/2026: From $197
    02

    Fri

  • RSW–MKE, 10/03/2026: From $139
    03

    Sat

  • RSW–MKE, 10/04/2026: From $250
    04

    Sun

  • RSW–MKE, 10/05/2026: From $149
    05

    Mon

  • RSW–MKE, 10/06/2026: From $197
    06

    Tue

  • RSW–MKE, 10/07/2026: From $197
    07

    Wed

  • RSW–MKE, 10/08/2026: From $197
    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 $235
    11

    Sun

    • 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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