Southwest® flights from Fort Myers/Naples starting at $47
Book flights from Fort Myers/Naples with Southwest Airlines

Fort Myers/Naples (RSW)to
Chicago (Midway) (MDW)
Fort Myers/Naples (RSW)to
Chicago (O'Hare) (ORD)
Fort Myers/Naples (RSW)to
Orlando (MCO)
Fort Myers/Naples (RSW)to
Rochester (ROC)
Fort Myers/Naples (RSW)to
Hartford/Springfield (BDL)
Fort Myers/Naples (RSW)to
Long Island/Islip MacArthur (ISP)
Fort Myers/Naples (RSW)to
Buffalo/Niagara Falls (BUF)
Fort Myers/Naples (RSW)to
Boston (BOS)
Fort Myers/Naples (RSW)to
Houston (Hobby) (HOU)
Fort Myers/Naples (RSW)to
New York (LaGuardia) (LGA)
Fort Myers/Naples (RSW)to
Providence (PVD)
Fort Myers/Naples (RSW)to
Atlanta (ATL)*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.
Traveling from Fort Myers/Naples
Southwest Airlines is proud to serve Southwest Florida International Airport.
Get away for a while without the hassle of a long car trek up the coast or to the other side of the state. Find flights out of the conveniently located Southwest Florida International Airport that head both north along the Eastern Seaboard and west across the plains, with even more options available seasonally.
See all the places that we fly and start planning your next journey today. Whether you’re heading back north after a wintertime warm-up on the Gulf Coast or looking to explore a city that lies outside the Sunshine State, you’ll find plenty of inspiration among the choices available. Perhaps you’ll trade the Gulf for a freshwater tour of the Great Lakes region, which is home to a number of attractive vacation spots, both urban and rural. Maybe it’s a Mid-Atlantic metropolis that catches your eye. You won’t know until you discover all your options, but one thing’s for sure: Southwest will get you there with an experience that makes flying both simple and fun.
Details about Southwest Florida Regional Airport

† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2025 and 10/31/2025.
Popular Destinations from Fort Myers/Naples
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Fort Myers/Naples (RSW) | Chicago (Midway) (MDW) | One-way / Basic | Depart: 01/14/2026 | From $47 Seen: 4 hrs ago | |
| Fort Myers/Naples (RSW) | Baltimore/Washington (BWI) | One-way / Basic | Depart: 02/03/2026 | From $100 Seen: 3 hrs ago | |
| Fort Myers/Naples (RSW) | Indianapolis (IND) | One-way / Basic | Depart: 02/17/2026 | From $117 Seen: 4 hrs ago | |
| Fort Myers/Naples (RSW) | Columbus (CMH) | One-way / Basic | Depart: 01/21/2026 | From $117 Seen: 4 hrs ago | |
| Fort Myers/Naples (RSW) | St. Louis (STL) | One-way / Basic | Depart: 01/28/2026 | From $117 Seen: 4 hrs ago | |
| Fort Myers/Naples (RSW) | Pittsburgh (PIT) | One-way / Basic | Depart: 02/03/2026 | From $75 Seen: 4 hrs ago | |
| Fort Myers/Naples (RSW) | Nashville (BNA) | One-way / Basic | Depart: 02/11/2026 | From $106 Seen: 12 minutes ago | |
| Fort Myers/Naples (RSW) | Milwaukee (MKE) | One-way / Basic | Depart: 02/04/2026 | From $113 Seen: 35 minutes ago |
*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.
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