American AirlinesAA
Flights AA3954 19:48 daily
live
Direct flights from Key West (EYW) to Chicago (ORD): 7 nonstop departures observed each week across 1 airline. The median arrival is 20 minutes late. No cancellations were recorded across the 4 tracked flights. The nonstop covers 2,018 km, an estimated 3 hours 5 minutes in the air. Measured by Pro Flight Search from live flight boards at Key West and Chicago. Updated 10 September 2026 at 04:38 UTC.
EYW
Key West
tracking
ORD
Chicago
smooth · +0
2,018 km · ~3h 05m est.
Running clean · 1 airline · 7x weekly · nonstop
100 / 100
route health from live EYW and ORD delay boards
Median arrival delay is +20 min. 0 of 4 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival+20 minacross the last 4 operated legs
Flight time~3h 05mestimated from route distance
Weekly departures7x1 direct airline on the leg
The week
scheduled departures · origin local time06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
American Airlines
Each 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 boardsnext sweep in 120s
How the Key West to Chicago route actually runs
Pro Flight Search records official board updates for nonstop EYW 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
Cite this data
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Suggested citation
Pro Flight Search — Key West (EYW) to Chicago (ORD) route reliability, measured from operated flights on official airport boards.
Canonical URL
How we measure this →
https://proflightsearch.com/search-flights/EYW-ORD
EYW to ORD questions
Is EYW–ORD running on time right now?
Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.
How long is the flight from EYW to ORD?
Great-circle distance is 2,018 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 172–203 min gate-to-gate on this route.
How often does EYW–ORD fly?
American Airlines runs the route with about 7 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.
What does the route health score measure?
A blend of departure-side delay at EYW and arrival-side delay at ORD, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.
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