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

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Low fares from Milwaukee to Fort Myers/Naples

$

Milwaukee (MKE)to

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

One-way

Basic

From
$139
Seen: 18 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/16/2026

One-way

Basic

From
$139
Seen: 17 hrs ago

Milwaukee (MKE)to

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

One-way

Basic

From
$139
Seen: 9 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/09/2026

One-way

Basic

From
$139
Seen: 2 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/14/2026

One-way

Basic

From
$139
Seen: 18 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 01/09/2027

One-way

Basic

From
$139
Seen: 20 hrs ago

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Explore flights from Milwaukee to Fort Myers/Naples

Oct 2026
From$149*
Seen: 18 hrs ago
One Way/Basic
Nov 2026
From$139*
Seen: 3 hrs ago
One Way/Basic
Dec 2026
From$139*
Seen: 12 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $149
cmp-daily-histogram-bars-legend-max-price-aria-label $510
Displaying fares for October-2026
  • MKE–RSW, 10/02/2026: From $510
    02

    Fri

    OCT

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

    Sat

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

    Sun

  • MKE–RSW, 10/05/2026: From $510
    05

    Mon

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

    Tue

  • MKE–RSW, 10/07/2026: From $510
    07

    Wed

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

    Thu

  • MKE–RSW, 10/09/2026: From $475
    09

    Fri

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

    Sat

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

    Sun

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    12

    Mon

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

    Tue

  • MKE–RSW, 10/14/2026: From $475
    14

    Wed

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

    Thu

  • MKE–RSW, 10/16/2026: From $280
    16

    Fri

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

    Sat

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

    Sun

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

    Mon

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

    Tue

  • MKE–RSW, 10/21/2026: From $280
    21

    Wed

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

    Thu

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    23

    Fri

  • MKE–RSW, 10/24/2026: From $208
    24

    Sat

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

    Sun

  • MKE–RSW, 10/26/2026: From $149
    26

    Mon

  • MKE–RSW, 10/27/2026: From $149
    27

    Tue

  • MKE–RSW, 10/28/2026: From $149
    28

    Wed

  • MKE–RSW, 10/29/2026: From $198
    29

    Thu

  • MKE–RSW, 10/30/2026: From $165
    30

    Fri

  • MKE–RSW, 10/31/2026: From $198
    31

    Sat

  • MKE–RSW, 11/01/2026: From $250
    01

    Sun

    NOV

    • Range$149-$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:
    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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