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

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Low fares from Fort Myers/Naples to Milwaukee

$

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/18/2026

One-way

Basic

From
$127
Seen: 18 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/24/2026

One-way

Basic

From
$127
Seen: 15 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 01/22/2027

One-way

Basic

From
$127
Seen: 15 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/03/2026

One-way

Basic

From
$127
Seen: 19 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 12/05/2026

One-way

Basic

From
$127
Seen: 11 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 01/25/2027

One-way

Basic

From
$127
Seen: 6 hrs ago

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Explore flights from Fort Myers/Naples to Milwaukee

Oct 2026
From$485*
Seen: 9 hrs ago
One Way/Basic
Nov 2026
From$127*
Seen: 10 hrs ago
One Way/Basic
Dec 2026
From$127*
Seen: 18 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
  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    22

    Thu

    OCT

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

    Fri

  • RSW–MKE, 10/24/2026: From $520
    24

    Sat

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

    Sun

  • RSW–MKE, 10/26/2026: From $520
    26

    Mon

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

    Tue

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

    Wed

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

    Thu

  • RSW–MKE, 10/30/2026: From $485
    30

    Fri

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    31

    Sat

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

    Sun

    NOV

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

    Mon

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

    Tue

  • RSW–MKE, 11/04/2026: From $290
    04

    Wed

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

    Thu

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

    Fri

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

    Sat

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

    Sun

  • RSW–MKE, 11/09/2026: From $180
    09

    Mon

  • RSW–MKE, 11/10/2026: From $319
    10

    Tue

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    11

    Wed

  • RSW–MKE, 11/12/2026: From $127
    12

    Thu

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

    Fri

  • RSW–MKE, 11/14/2026: From $127
    14

    Sat

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

    Sun

  • RSW–MKE, 11/16/2026: From $137
    16

    Mon

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    17

    Tue

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

    Wed

  • RSW–MKE, 11/19/2026: From $137
    19

    Thu

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

    Fri

  • RSW–MKE, 11/21/2026: From $127
    21

    Sat

    • 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:
    Southwest Florida Regional Airport
    Arriving at:
    General Mitchell Airport
    Average flight time:
    2 hours 58 minutes
    Distance:
    1183 miles

    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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