Southwest® flights from Fort Myers/Naples to Milwaukee from $171

Promo Code

Low fares from Fort Myers/Naples to Milwaukee

$

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 09/11/2026

One-way

Basic

From
$171
Seen: 11 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 09/05/2026

One-way

Basic

From
$171
Seen: 6 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 09/06/2026

One-way

Basic

From
$171
Seen: 13 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/08/2026

One-way

Basic

From
$198
Seen: 23 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 10/01/2026

One-way

Basic

From
$198
Seen: 22 hrs ago

Fort Myers/Naples (RSW)to

Milwaukee (MKE)
Depart: 11/07/2026

One-way

Basic

From
$198
Seen: 8 hrs ago

Looking for more low-fare flights?

Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.

Find low fares

Explore flights from Fort Myers/Naples to Milwaukee

Aug 2026
From$203*
Seen: 18 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $203
cmp-daily-histogram-bars-legend-max-price-aria-label $500
Displaying fares for August-2026
  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    01

    Sat

    AUG

  • RSW–MKE: cmp-view-offers-disclaimer. Find Offers
    02

    Sun

  • RSW–MKE, 08/03/2026: From $500
    03

    Mon

  • RSW–MKE, 08/04/2026: From $500
    04

    Tue

  • RSW–MKE, 08/05/2026: From $500
    05

    Wed

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

    Thu

  • RSW–MKE, 08/07/2026: From $465
    07

    Fri

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

    Sat

  • RSW–MKE, 08/09/2026: From $465
    09

    Sun

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

    Mon

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

    Tue

  • RSW–MKE, 08/12/2026: From $465
    12

    Wed

  • RSW–MKE, 08/13/2026: From $465
    13

    Thu

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

    Fri

  • RSW–MKE, 08/15/2026: From $265
    15

    Sat

  • RSW–MKE, 08/16/2026: From $265
    16

    Sun

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

    Mon

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

    Tue

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

    Wed

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

    Thu

  • RSW–MKE, 08/21/2026: From $219
    21

    Fri

  • RSW–MKE, 08/22/2026: From $203
    22

    Sat

  • RSW–MKE, 08/23/2026: From $235
    23

    Sun

  • RSW–MKE, 08/24/2026: From $203
    24

    Mon

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

    Tue

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

    Wed

  • RSW–MKE, 08/27/2026: From $203
    27

    Thu

  • RSW–MKE, 08/28/2026: From $219
    28

    Fri

  • RSW–MKE, 08/29/2026: From $203
    29

    Sat

  • RSW–MKE, 08/30/2026: From $225
    30

    Sun

  • RSW–MKE, 08/31/2026: From $203
    31

    Mon

    • Range$203-$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.

    Explore Flights from Other Popular Origins

    Popular Flights from Fort Myers/Naples