Chicago to Fort Myers (ORD–RSW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
ORD–RSW is served by 5 airlines with nonstop service. United Airlines, American Airlines and Southwest Airlines lead the route. The flight covers 1,123 miles in approximately 3h 8m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| UA United Airlines Also: AC, LX, NZ | 36 | 32Q, 7M9, B39M | 3h08-3h09 | Star Alliance | AC, LX, NZ | |
| AA American Airlines Also: AS, AY, QR | 21 | 738 | 2h51-2h53 | Oneworld | AS, AY, QR | |
| WN Southwest Airlines | 5 | – | – | – | – | |
| F9 Frontier | 0 | – | – | – | – | |
| NK Spirit Airlines | 0 | – | – | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Fort Myers from Chicago
| Metric | ORD→RSW | MDW→RSW | RFD→RSW |
|---|---|---|---|
| Distance from ORD | – | 15 mi | 63 mi |
| Nonstop airlines | 5 | 7 | 1 |
| Weekly flights | 118 | 22 | – |
| Flight time | 3h 8m | 2h 40m | 2h 27m |
| Departure OTP | 51% | – | – |
Travel Essentials
ORD: CDT · RSW: EDT
When it's 6:00 PM in Chicago, it's 7:00 PM in Fort Myers.
CTA Blue Line runs 24/7 from downtown Loop stations to O'Hare (45 min, $5). Pace buses serve suburbs. Ride-shares cost $35–55 from downtown depending on traffic; add 30+ minutes during rush hour on the Kennedy Expressway.Economy parking lots E/F connect via ATS people mover. Terminal 5 (international) is separate from Terminals 1–3; allow extra time for inter-terminal transfers.
ORD–RSW Quick Facts
Frequently Asked Questions
Chicago O'Hare to Fort Myers: Midwest Snowbird Route
ORD-RSW is one of the primary air links between the Chicago metro and Southwest Florida's retirement and vacation corridor. Five carriers operate nonstop service: American, Frontier, Spirit, Southwest, and United. United runs the most nonstop flights at 30 weekly. Southwest contributes 24 weekly departures. American and Spirit add further capacity. Block time is 2 hours 57 minutes for the roughly 1,400-mile segment. Southwest Florida International Airport handles all traffic through a single terminal with three concourses, keeping the arrivals process compact. The route is heavily seasonal, with November through April carrying two to three times the summer passenger volume.
Seasonal Demand and RSW Airport Context
RSW serves the Naples, Bonita Springs, Cape Coral, and Fort Myers metro areas. Lee and Collier Counties are among the fastest-growing counties in the US, driven primarily by retirees and second-home owners from the Midwest and Northeast. This growth has pushed RSW capacity close to its limits during peak snowbird months, and terminal expansion discussions are ongoing. Car rental is the dominant ground transport mode from RSW. Nearly all visitors rent a car, and the 10-company rental center is adjacent to the terminal. O'Hare departures are spread across the calendar without clear day-of-week clustering, but Friday and Sunday carry the highest demand during snowbird season when weekend changeovers drive family travel.