Key West to Chicago
Key West, FL → Chicago, IL
Total Flights
2,776
On-Time Rate
71.8%
Avg Delay
76.9 min
Distance
1,251 mi
Carriers
17
Monthly Performance
Recent 24 months of route data.
| Period | Flights | Delayed | Cancelled | Diverted | Carriers |
|---|---|---|---|---|---|
| Dec 2025 | 89 | 36 | 0 | 1 | YX,MQ,UA |
| Nov 2025 | 69 | 19 | 3 | 1 | MQ,YX |
| May 2025 | 31 | 11 | 0 | 0 | MQ |
| Apr 2025 | 64 | 25 | 2 | 1 | MQ,UA |
| Mar 2025 | 83 | 27 | 1 | 0 | YX,UA,MQ |
| Feb 2025 | 56 | 13 | 0 | 0 | UA,MQ |
| Jan 2025 | 66 | 16 | 0 | 0 | UA,MQ |
| Dec 2024 | 70 | 13 | 3 | 0 | MQ,UA,YX |
| Nov 2024 | 55 | 15 | 0 | 0 | UA,MQ |
| Apr 2024 | 60 | 21 | 0 | 1 | MQ,UA |
| Mar 2024 | 62 | 26 | 0 | 1 | MQ,UA |
| Feb 2024 | 58 | 14 | 1 | 0 | MQ,UA |
| Jan 2024 | 62 | 25 | 4 | 0 | MQ,UA |
| Dec 2023 | 42 | 14 | 0 | 0 | UA,MQ |
| Apr 2023 | 60 | 24 | 1 | 2 | YX,MQ |
| Mar 2023 | 62 | 15 | 1 | 2 | MQ,YX |
| Feb 2023 | 54 | 9 | 0 | 1 | MQ,YX |
| Jan 2023 | 44 | 14 | 1 | 1 | MQ,YX |
| Dec 2022 | 48 | 21 | 0 | 0 | YX,MQ |
| May 2022 | 36 | 11 | 0 | 0 | YX,AA |
| Apr 2022 | 61 | 26 | 2 | 1 | MQ,YX,AA |
| Mar 2022 | 66 | 37 | 0 | 0 | MQ,YX,AA |
| Feb 2022 | 60 | 35 | 3 | 1 | AA,YX,MQ |
| Jan 2022 | 66 | 34 | 4 | 6 | MQ,YX,AA |
Cancellation Rate
1.8%
26 of 1,424 flights
Diversion Rate
1.3%
19 of 1,424 flights
Explore Origin & Destination
Learn more about the cities connected by this route.
What the Data Says About EYW to ORD
The Key West to Chicago corridor (EYW → ORD) covers roughly 1,251 miles and is served by 17 carriers, based on Bureau of Transportation Statistics reporting. Across 2,776 flights in the dataset, this route posts a 71.8% on-time rate with an average delay of 76.9 minutes when flights run late. Over the most recent 24 months of BTS data, 1,424 flights were recorded on this pairing — 26 cancelled (1.8%) and 19 diverted (1.3%). Those baseline metrics tell you what to expect before you book.
Having 17 carriers on the route matters: more carriers generally means more daily schedule options, competitive pricing, and redundancy when flights are cancelled. With 2,776 total flights analyzed, the 71.8% on-time figure is statistically meaningful rather than a small-sample fluke. The 76.9-minute average delay applies only to flights that actually ran late, so it is not the average wait across all departures — the majority of flights on this route depart on time under the BTS definition of a delay (15+ minutes past schedule).
Looking at recent months, Feb 2023 posted the best performance on this corridor at 83% on-time, while Feb 2022 came in at 42% on-time — a 42-point gap between best and worst recent month. For travelers evaluating the EYW to ORD route, the combination of a 71.8% on-time rate, 76.9-minute average delay, 1.8% recent cancellation rate, and 17 available carriers is the concrete summary of what BTS data shows about reliability on this pairing.
Frequently Asked Questions
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Flight Guides
Tips and data-driven advice for choosing reliable routes.
Explore PlainFlights
Read our methodology — how this data is sourced, computed, and verified.