$79 Cheap American Airlines flights Chicago (ORD) to Fort Myers (RSW)

View $79 flight on Sat, Feb 21, 2026Opens in a new window

$79 Cheap American Airlines flights Chicago (ORD) to Fort Myers (RSW)

Prices were available within the past 7 days and start at $79 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Feb 28 - Thu, Mar 5
ORD
Chicago
RSW
Fort Myers
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 28 from Chicago to Fort Myers, returning Thu, Mar 5, priced at $137 found 1 day ago
American Airlines
Sat, Feb 28 - Thu, Mar 5
ORD
Chicago
RSW
Fort Myers
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 28 from Chicago to Fort Myers, returning Thu, Mar 5, priced at $161 found 1 day ago
American Airlines
Sat, Feb 21 - Sat, Feb 28
ORD
Chicago
RSW
Fort Myers
$176 Roundtrip, found 1 hour ago
$176
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Feb 21 from Chicago to Fort Myers, returning Sat, Feb 28, priced at $176 found 1 hour ago

Find the cheapest month to fly from Chicago (ORD) to Fort Myers (RSW)

January is typically the cheapest month to fly

From $57 - $142 per traveler.

Alternative airports near Fort Myers

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Southwest Florida Intl. RSW. Cheapest option available. Average driving time to city center is 22 minutes. Flights from $124
RSW
Southwest Florida Intl.
Cheapest
Average driving time to city center22 min
Flights from $124
Flights from Chicago (ORD) to Fort Myers (RSW)
Origin airport
O'Hare Intl.
Destination airport
Southwest Florida Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Spirit Airlines, United
Popular airline
American Airlines
Distance
1796 km
Average flight time
4 hours 3 mins