Flights AA1007 08:18 daily · AA2437 11:54 daily · AA2561 17:15 daily
Direct flights from Fort Myers (RSW) to Chicago (ORD): 14 nonstop departures observed each week across 2 airlines. 100% of the last 7 operated flights arrived within 15 minutes of schedule. The median arrival is 16 minutes early. No cancellations were recorded across the 7 tracked flights. The nonstop covers 1,806 km, an estimated 2 hours 49 minutes in the air. Measured by Pro Flight Search from live flight boards at Fort Myers and Chicago. Updated 18 October 2026 at 05:13 UTC.
Today, RSW → ORD
Sun 18 Oct · local times- · AA1007American Airlines On schedule ORD 10:40scheduled
- · AA2437American Airlines On schedule ORD 14:29scheduled
- · AA2561American Airlines On schedule ORD 19:45scheduled
- · UA1495United Airlines On schedule ORD 18:53scheduled
- · UA2347United Airlines On schedule ORD 10:59scheduled
- · UA2472United Airlines On schedule ORD 16:22scheduled
- · UA2494United Airlines On schedule ORD 14:31scheduled
Checked RSW board 22:48 · ORD board 00:13
of the last 7 operated RSW → ORD flights arrived within 15 minutes
Median arrival delay is −16 min. 0 of 7 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
The week
scheduled departures · origin local timeEach mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Who flies it
observed on the boards · 7 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at RSW and ORD: 44% odds of a 15+ minute delay and around +12 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Fort Myers to Chicago route actually runs
Pro Flight Search records official board updates for nonstop RSW to ORD flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.
Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — Fort Myers (RSW) to Chicago (ORD) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/RSW-ORD
RSW to ORD questions
Is RSW–ORD running on time right now?
Smooth skies ahead. The departure side at RSW is the weaker end, route health score 88/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on RSW–ORD?
Operators schedule morning departures around 08:18 and evening departures around 17:15 from RSW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the ORD delay card to confirm conditions when you'd arrive.
How long is the flight from RSW to ORD?
Great-circle distance is 1,806 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 157–185 min gate-to-gate on this route.
How often does RSW–ORD fly?
2 carriers operate this route, around 49 flights a week between them. Compare carrier days and times in the airline list above.