Cheap flights from Chicago O'Hare to Southwest Florida International from $169
Updated 2026-07-25
1122 miles great-circle distance, typically flown in 2h 39m with 5 airlines operating direct service from Chicago O'Hare (ORD) to Southwest Florida International (RSW). Fares on this corridor stay relatively stable across the year — booking 4–8 weeks ahead and choosing a midweek departure typically secures the best price.
Flying from Chicago O'Hare
Chicago O'Hare is one of America's two busiest hubs and the home base for both United and American — Terminals 1 and 2 belong to United, Terminal 3 to American, and Terminal 5 handles all international arrivals. The CTA Blue Line runs from a station at the airport to downtown Loop in around 45 minutes for $5. Winter weather drives chronic delays from late November through February, so build in connection padding through ORD between Thanksgiving and President's Day.
Arriving in Fort Myers
Southwest Florida International serves Fort Myers, Cape Coral and the Sanibel/Captiva island cluster, 12 miles southeast of central Fort Myers. There is no rail; LeeTran bus 70 reaches downtown Fort Myers in 50 minutes. Fares peak heavily during March (spring break and snowbird season) and Christmas–New Year; summer (June–September) is the cheapest, though hurricane risk is highest then.
Who flies ORD to RSW?
| Airline | IATA | Flight time | Cabin |
| United Airlines | UA | 2h 39m | Economy |
| American Airlines | AA | 2h 39m | Economy |
| Spirit Airlines | NK | 2h 39m | Economy |
| Frontier Airlines | F9 | 2h 39m | Economy |
| Delta Air Lines | DL | 2h 39m | Economy |
5 carriers fly direct on this corridor. Frequencies vary by season — summer and winter holiday peaks see additional flights.
Chicago to Fort Myers FAQs
Direct flights from Chicago O'Hare (ORD) to Southwest Florida International (RSW) take approximately 2h 39m for the 1122-mile journey, plus 30–60 minutes of taxi, climb and descent. Total airport-to-airport time depends on cruise winds and air-traffic queueing on approach.
5 carriers operate direct service from Chicago O'Hare (ORD) to Southwest Florida International (RSW): United Airlines, American Airlines, Spirit Airlines, Frontier Airlines and Delta Air Lines. Frequencies vary by season and carrier — United Airlines typically operates the highest weekly count on this corridor.
No — United States is domestic travel for US citizens. A US passport is not required for the 50 states, DC or US territories (Puerto Rico, US Virgin Islands, Guam, American Samoa, Northern Mariana Islands), though Real ID-compliant ID is required at TSA from May 2025.
Southwest Florida International (RSW) is the primary international airport for Fort Myers. Allow 30–60 minutes for the ground transfer by train, express bus, taxi or rideshare depending on traffic and time of day. See the airport's official website for current train and shuttle timetables.