FlightRecord

Chicago (ORD) to Key West (EYW): On-Time Performance

Data through May 2026

Chicago (ORD) to Key West (EYW) effectively runs on two schedules. In May 2026, 93% of arrivals were on time; in December 2025 that fell to 66% — a 27-point seasonal swing. Across the full period the route averages 79% on-time against a national 78%.

On-time
79%
arrived <15 min late
Avg delay
14 min
completed flights
Cancelled
1.1%
Flights/day
1.8
last 12 months
Duration
3h 21m
scheduled
Distance
1,251 mi

Best airline from ORD to EYW

3 airlines flew this route regularly between 2024-06 and 2026-05.

AirlineOn-timeAvg delayCancelledFlights
Envoy Airmost reliable81%12 min1.4%587
United Airlines78%17 min0.3%340
Republic Airways78%13 min1.8%168

Monthly on-time trend

Monthly on-time percentage for ORD to EYW flights50%75%100%October 2024: 100% on-time (5 flights)100Oct 2024November 2024: 87% on-time (55 flights)87December 2024: 84% on-time (70 flights)84January 2025: 71% on-time (66 flights)71Jan 2025February 2025: 86% on-time (56 flights)86March 2025: 74% on-time (83 flights)74April 2025: 73% on-time (64 flights)73Apr 2025May 2025: 68% on-time (31 flights)68June 2025: 63% on-time (8 flights)63July 2025: 100% on-time (4 flights)100Jul 2025August 2025: 100% on-time (1 flights)100October 2025: 67% on-time (6 flights)67November 2025: 74% on-time (69 flights)74Nov 2025December 2025: 66% on-time (89 flights)66January 2026: 83% on-time (100 flights)83February 2026: 85% on-time (98 flights)85Feb 2026March 2026: 79% on-time (113 flights)79April 2026: 81% on-time (94 flights)81May 2026: 93% on-time (83 flights)93May 2026

Best time to fly from ORD to EYW

Aim for departures around 7 a.m. (87% on-time); avoid 11 a.m. departures (65%).

On-time percentage by scheduled departure hour, ORD to EYW7 a.m.: 87% on-time (45 flights)78 a.m.: 80% on-time (412 flights)810 a.m.: 80% on-time (367 flights)1011 a.m.: 65% on-time (83 flights)111 p.m.: 81% on-time (114 flights)134 p.m.: 79% on-time (24 flights)165 p.m.: 78% on-time (33 flights)17scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday76%14 min
Tuesdaybest87%11 min
Wednesday83%11 min
Thursday77%14 min
Friday79%14 min
Saturday77%13 min
Sunday75%17 min

What causes delays on this route

Share of total delay minutes by cause, as reported by carriers to the US DOT.

  • Late-arriving aircraft32%
  • Airline operations18%
  • National airspace system43%
  • Weather7%

Frequently asked questions

How often are flights from ORD to EYW delayed?
21% of ORD–EYW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-06 and 2026-05. The average arrival delay across completed flights was 14 minutes.
Which airline is most reliable from ORD to EYW?
Envoy Air has the best on-time record on this route at 81%, based on 587 flights. 3 airlines flew ORD–EYW frequently enough to compare in this period.
What is the best time of day to fly from ORD to EYW?
Departures around 7 a.m. have the best record (87% on-time), while departures around 11 a.m. have the worst (65%). As on most US routes, delays accumulate through the day, so earlier flights are generally safer.
How long is the flight from ORD to EYW?
The scheduled ORD–EYW flight time averages 3h 21m over 1,251 miles. Actual arrival times vary — flights on this route land 15+ minutes late 21% of the time.
How often are ORD to EYW flights cancelled?
1.1% of scheduled flights on this route were cancelled between 2024-06 and 2026-05, at or below the national rate of 1.6%.
What is the worst month to fly from ORD to EYW?
December 2025 was the roughest month in this dataset, with only 66% of arrivals on time. The best was May 2026 at 93%. If your dates are flexible, that 27-point gap is worth planning around.

Based on 1,095 flights, 2024-062026-05. Source: US DOT Bureau of Transportation Statistics. Updated 2026-07-01.