Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Key West → Chicago via Washington: arrives on time 59%
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12:18 EYW → 15:17 DCAAA 4416 · American, flown by Republic · 3h 00m · 77% on time, 1.4% cancelled
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2h 05m layover in Washington (DCA) · 45 min minimum on one ticket
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17:22 DCA → 18:54 ORDAA 1630 · American · 2h 32m · 64% on time, 2.7% cancelled
Total trip 7h 36m, scheduled departure to arrival (Chicago is 1 h behind Key West). Times are local. Both flew on 55 of the last 56 days.
Makes the connection95%The first flight arrived more than 80 minutes late on 5% of the days it flew: too late for the 45-minute minimum connection on a 2h 05m layover.
Arrives on time59%First flight not cancelled (1.4% are) × connection made (95%) × second flight not cancelled (2.7% are) and within 15 minutes (64%).
Total trip7h 36mEYW 12:18 to ORD 18:54, layover included
Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.