About this route
Airlines serving both Chicago and Fort Myers include JetBlue, United Airlines, Alaska Airlines and 3 more. We don't publish an award chart for this city pair yet, so use the search tool below to check live award pricing and availability across every program that flies it.
Airlines serving these airports
These carriers serve both ORD and RSW, non-stop or via a connecting hub.
JetBlue
B6
United Airlines
UA
Alaska Airlines
AS
American Airlines
AA
Frontier Airlines
F9
Southwest Airlines
WN
When award seats open on this route
Booking tips
- Book 6-11 months in advance for the best premium cabin availability
- Compare programs before transferring — prices vary significantly between loyalty currencies
- Check our search tool for real-time Chicago to Fort Myers award availability
Keep planning this trip
Other award routes from Chicago
Frequently asked questions
Which loyalty programs can I use for ORD to RSW?
We don't publish an award chart for ORD–RSW yet, so search the route to see which programs price it and what they charge. Most major programs accept transfers from Amex, Chase and Capital One, so the currency you hold is rarely the constraint — availability is.
Ready to book Chicago to Fort Myers?
Search real-time award availability across every airline on this route.