Southwest® flights from Milwaukee to Fort Myers/Naples from $171

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Low fares from Milwaukee to Fort Myers/Naples

$

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 09/11/2026

One-way

Basic

From
$171
Seen: 7 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 09/06/2026

One-way

Basic

From
$171
Seen: 5 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 10/30/2026

One-way

Basic

From
$171
Seen: 25 minutes ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 10/07/2026

One-way

Basic

From
$198
Seen: 11 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 11/07/2026

One-way

Basic

From
$198
Seen: 7 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 10/28/2026

One-way

Basic

From
$198
Seen: 8 hrs ago

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Explore flights from Milwaukee to Fort Myers/Naples

Aug 2026
From$203*
Seen: 2 hrs ago
One Way/Basic
Sep 2026
From$171*
Seen: 7 hrs ago
One Way/Basic
Oct 2026
From$171*
Seen: 25 minutes ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $203
cmp-daily-histogram-bars-legend-max-price-aria-label $500
Displaying fares for August-2026
  • MKE–RSW, 08/02/2026: From $500
    02

    Sun

    AUG

  • MKE–RSW, 08/03/2026: From $500
    03

    Mon

  • MKE–RSW, 08/04/2026: From $500
    04

    Tue

  • MKE–RSW, 08/05/2026: From $500
    05

    Wed

  • MKE–RSW, 08/06/2026: From $500
    06

    Thu

  • MKE–RSW, 08/07/2026: From $500
    07

    Fri

  • MKE–RSW, 08/08/2026: From $465
    08

    Sat

  • MKE–RSW, 08/09/2026: From $465
    09

    Sun

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

    Mon

  • MKE–RSW, 08/11/2026: From $465
    11

    Tue

  • MKE–RSW, 08/12/2026: From $465
    12

    Wed

  • MKE–RSW, 08/13/2026: From $465
    13

    Thu

  • MKE–RSW, 08/14/2026: From $465
    14

    Fri

  • MKE–RSW, 08/15/2026: From $465
    15

    Sat

  • MKE–RSW, 08/16/2026: From $265
    16

    Sun

  • MKE–RSW, 08/17/2026: From $265
    17

    Mon

  • MKE–RSW, 08/18/2026: From $265
    18

    Tue

  • MKE–RSW, 08/19/2026: From $265
    19

    Wed

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    20

    Thu

  • MKE–RSW, 08/21/2026: From $265
    21

    Fri

  • MKE–RSW, 08/22/2026: From $265
    22

    Sat

  • MKE–RSW, 08/23/2026: From $235
    23

    Sun

  • MKE–RSW, 08/24/2026: From $203
    24

    Mon

  • MKE–RSW, 08/25/2026: From $203
    25

    Tue

  • MKE–RSW, 08/26/2026: From $203
    26

    Wed

  • MKE–RSW, 08/27/2026: From $203
    27

    Thu

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

    Fri

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

    Sat

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

    Sun

  • MKE–RSW, 08/31/2026: From $203
    31

    Mon

  • MKE–RSW, 09/01/2026: From $203
    01

    Tue

    SEP

    • Range$203-$500

    *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:
    General Mitchell Airport
    Arriving at:
    Southwest Florida Regional Airport
    Average flight time:
    2 hours 49 minutes
    Distance:
    1183 miles

    Route Information

    112† 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 Milwaukee to Fort Myers/Naples is 2 hours 49 minutes.
    There are 112 weekly flights from Milwaukee to Fort Myers/Naples on Southwest Airlines.
    Yes, Southwest flies nonstop from Milwaukee to Fort Myers/Naples once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Milwaukee to Fort Myers/Naples 2 times per day on Saturdays and once per day on Sundays.
    To find the lowest fares by day and time to fly Milwaukee to Fort Myers/Naples with Southwest, check out our Low Fare Calendar.
    You can rent a car at Southwest Florida Regional Airport book yours with your flight.
    Yes! Flights from Milwaukee to Fort Myers/Naples—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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