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Find low faresSouthwest® flights from Fort Myers/Naples to Milwaukee from $129
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Low fares from Fort Myers/Naples to Milwaukee
$
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 02/26/2026
One-way
Basic
From
$129
Seen: 19 minutes ago
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 04/30/2026
One-way
Basic
From
$165
Seen: 13 hrs ago
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 04/22/2026
One-way
Basic
From
$165
Seen: 15 hrs ago
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 04/21/2026
One-way
Basic
From
$165
Seen: 15 hrs ago
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 04/15/2026
One-way
Basic
From
$165
Seen: 3 hrs ago
Fort Myers/Naples (RSW)to
Milwaukee (MKE)
Depart: 05/04/2026
One-way
Basic
From
$165
Seen: 48 minutes ago
Explore flights from Fort Myers/Naples to Milwaukee
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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.