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Find low faresSouthwest® flights from Milwaukee to Fort Myers/Naples from $108
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Low fares from Milwaukee to Fort Myers/Naples
$
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 03/07/2026
One-way
Basic
From
$108
Seen: 5 hrs ago
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 03/01/2026
One-way
Basic
From
$129
Seen: 14 hrs ago
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 02/22/2026
One-way
Basic
From
$129
Seen: 12 hrs ago
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 02/26/2026
One-way
Basic
From
$139
Seen: 13 hrs ago
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 03/07/2026
One-way
Choice
From
$148
Seen: 5 hrs ago
Milwaukee (MKE)to
Fort Myers/Naples (RSW)
Depart: 04/04/2026
One-way
Basic
From
$153
Seen: 4 hrs ago
Explore flights from Milwaukee to Fort Myers/Naples
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Flight Details
Departing from:
General Mitchell Airport
Arriving at:
Southwest Florida Regional Airport
Average flight time:
2 hours 49 minutes
Distance:
1183 miles
Route Information
112† 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 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.