Southwest® flights from Milwaukee to Fort Myers/Naples from $127

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Low fares from Milwaukee to Fort Myers/Naples

$

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/20/2026

One-way

Basic

From
$127
Seen: 15 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/11/2026

One-way

Basic

From
$127
Seen: 15 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/04/2026

One-way

Basic

From
$127
Seen: 23 hrs ago

Milwaukee (MKE)to

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

One-way

Basic

From
$127
Seen: 17 hrs ago

Milwaukee (MKE)to

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

One-way

Basic

From
$127
Seen: 17 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 01/10/2027

One-way

Basic

From
$127
Seen: 11 hrs ago

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Explore flights from Milwaukee to Fort Myers/Naples

Oct 2026
From$485*
Seen: 21 hrs ago
One Way/Basic
Nov 2026
From$127*
Seen: 17 hrs ago
One Way/Basic
Dec 2026
From$127*
Seen: 2 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $127
cmp-daily-histogram-bars-legend-max-price-aria-label $520
Displaying fares for October-2026
  • MKE–RSW, 10/23/2026: From $520
    23

    Fri

    OCT

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    24

    Sat

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    25

    Sun

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    26

    Mon

  • MKE–RSW, 10/27/2026: From $520
    27

    Tue

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

    Wed

  • MKE–RSW, 10/29/2026: From $485
    29

    Thu

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

    Fri

  • MKE–RSW, 10/31/2026: From $485
    31

    Sat

  • MKE–RSW, 11/01/2026: From $485
    01

    Sun

    NOV

  • MKE–RSW, 11/02/2026: From $485
    02

    Mon

  • MKE–RSW, 11/03/2026: From $485
    03

    Tue

  • MKE–RSW, 11/04/2026: From $485
    04

    Wed

  • MKE–RSW, 11/05/2026: From $290
    05

    Thu

  • MKE–RSW, 11/06/2026: From $290
    06

    Fri

  • MKE–RSW, 11/07/2026: From $290
    07

    Sat

  • MKE–RSW, 11/08/2026: From $290
    08

    Sun

  • MKE–RSW, 11/09/2026: From $127
    09

    Mon

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

    Tue

  • MKE–RSW, 11/11/2026: From $142
    11

    Wed

  • MKE–RSW, 11/12/2026: From $137
    12

    Thu

  • MKE–RSW, 11/13/2026: From $127
    13

    Fri

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    14

    Sat

  • MKE–RSW, 11/15/2026: From $127
    15

    Sun

  • MKE–RSW, 11/16/2026: From $127
    16

    Mon

  • MKE–RSW, 11/17/2026: From $127
    17

    Tue

  • MKE–RSW, 11/18/2026: From $127
    18

    Wed

  • MKE–RSW, 11/19/2026: From $260
    19

    Thu

  • MKE–RSW, 11/20/2026: From $260
    20

    Fri

  • MKE–RSW, 11/21/2026: From $137
    21

    Sat

  • MKE–RSW, 11/22/2026: From $137
    22

    Sun

    • Range$127-$520

    *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

    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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