Southwest® flights from Fort Myers/Naples to Milwaukee from $149

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Low fares from Fort Myers/Naples to Milwaukee

$

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/10/2026

One-way

Basic

From
$149
Seen: 22 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/19/2026

One-way

Basic

From
$149
Seen: 21 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/17/2026

One-way

Basic

From
$149
Seen: 3 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/16/2026

One-way

Basic

From
$149
Seen: 12 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/14/2026

One-way

Basic

From
$149
Seen: 15 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/22/2026

One-way

Basic

From
$149
Seen: 9 hrs ago

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Explore flights from Fort Myers/Naples to Milwaukee

Aug 2026
From$465*
Seen: 12 minutes ago
One Way/Basic
Sep 2026
From$154*
Seen: 10 hrs ago
One Way/Basic
Oct 2026
From$149*
Seen: 9 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $154
cmp-daily-histogram-bars-legend-max-price-aria-label $500
Displaying fares for August-2026
  • RSW–MKE, 08/21/2026: From $500
    21

    Fri

    AUG

  • RSW–MKE, 08/22/2026: From $500
    22

    Sat

  • RSW–MKE, 08/23/2026: From $500
    23

    Sun

  • RSW–MKE, 08/24/2026: From $500
    24

    Mon

  • RSW–MKE, 08/25/2026: From $500
    25

    Tue

  • RSW–MKE, 08/26/2026: From $500
    26

    Wed

  • RSW–MKE, 08/27/2026: From $465
    27

    Thu

  • RSW–MKE, 08/28/2026: From $465
    28

    Fri

  • RSW–MKE, 08/29/2026: From $465
    29

    Sat

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

    Sun

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

    Mon

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    01

    Tue

    SEP

  • RSW–MKE, 09/02/2026: From $465
    02

    Wed

  • RSW–MKE, 09/03/2026: From $265
    03

    Thu

  • RSW–MKE, 09/04/2026: From $265
    04

    Fri

  • RSW–MKE, 09/05/2026: From $265
    05

    Sat

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

    Sun

  • RSW–MKE, 09/07/2026: From $314
    07

    Mon

  • RSW–MKE, 09/08/2026: From $265
    08

    Tue

  • RSW–MKE, 09/09/2026: From $265
    09

    Wed

  • RSW–MKE, 09/10/2026: From $154
    10

    Thu

  • RSW–MKE, 09/11/2026: From $179
    11

    Fri

  • RSW–MKE, 09/12/2026: From $154
    12

    Sat

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

    Sun

  • RSW–MKE, 09/14/2026: From $175
    14

    Mon

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    15

    Tue

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    16

    Wed

  • RSW–MKE, 09/17/2026: From $154
    17

    Thu

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    18

    Fri

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

    Sat

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

    Sun

    • Range$154-$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:
    Southwest Florida Regional Airport
    Arriving at:
    General Mitchell Airport
    Average flight time:
    2 hours 58 minutes
    Distance:
    1183 miles

    Route Information

    113† 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 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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