Southwest® flights from Milwaukee to Fort Myers/Naples from $155

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Low fares from Milwaukee to Fort Myers/Naples

$

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 02/20/2027

One-way

Basic

From
$155
Seen: 12 hrs ago

Milwaukee (MKE)to

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

One-way

Basic

From
$155
Seen: 5 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 01/16/2027

One-way

Basic

From
$155
Seen: 11 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/08/2026

One-way

Basic

From
$155
Seen: 18 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 02/06/2027

One-way

Basic

From
$155
Seen: 3 hrs ago

Milwaukee (MKE)to

Fort Myers/Naples (RSW)
Depart: 12/22/2026

One-way

Basic

From
$155
Seen: 3 hrs ago

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Explore flights from Milwaukee to Fort Myers/Naples

Nov 2026
From$295*
Seen: 6 hrs ago
One Way/Basic
Dec 2026
From$155*
Seen: 18 hrs ago
One Way/Basic
Jan 2027
From$155*
Seen: 11 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $155
cmp-daily-histogram-bars-legend-max-price-aria-label $525
Displaying fares for November-2026
  • MKE–RSW, 11/12/2026: From $525
    12

    Thu

    NOV

  • MKE–RSW, 11/13/2026: From $525
    13

    Fri

  • MKE–RSW, 11/14/2026: From $525
    14

    Sat

  • MKE–RSW, 11/15/2026: From $525
    15

    Sun

  • MKE–RSW, 11/16/2026: From $525
    16

    Mon

  • MKE–RSW, 11/17/2026: From $525
    17

    Tue

  • MKE–RSW, 11/18/2026: From $490
    18

    Wed

  • MKE–RSW, 11/19/2026: From $490
    19

    Thu

  • MKE–RSW, 11/20/2026: From $490
    20

    Fri

  • MKE–RSW, 11/21/2026: From $490
    21

    Sat

  • MKE–RSW, 11/22/2026: From $490
    22

    Sun

  • MKE–RSW, 11/23/2026: From $490
    23

    Mon

  • MKE–RSW, 11/24/2026: From $490
    24

    Tue

  • MKE–RSW, 11/25/2026: From $295
    25

    Wed

  • MKE–RSW, 11/26/2026: From $295
    26

    Thu

  • MKE–RSW, 11/27/2026: From $295
    27

    Fri

  • MKE–RSW, 11/28/2026: From $325
    28

    Sat

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

    Sun

  • MKE–RSW, 11/30/2026: From $325
    30

    Mon

  • MKE–RSW, 12/01/2026: From $295
    01

    Tue

    DEC

  • MKE–RSW, 12/02/2026: From $165
    02

    Wed

  • MKE–RSW, 12/03/2026: From $265
    03

    Thu

  • MKE–RSW, 12/04/2026: From $190
    04

    Fri

  • MKE–RSW, 12/05/2026: From $175
    05

    Sat

  • MKE–RSW: cmp-view-offers-disclaimer. Find Offers
    06

    Sun

  • MKE–RSW, 12/07/2026: From $175
    07

    Mon

  • MKE–RSW, 12/08/2026: From $155
    08

    Tue

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

    Wed

  • MKE–RSW, 12/10/2026: From $175
    10

    Thu

  • MKE–RSW, 12/11/2026: From $190
    11

    Fri

    • Range$155-$525

    *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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