Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Key West → Chicago via Miami: arrives on time 61%
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17:47 EYW → 18:36 MIAAA 3895 · American, flown by Envoy · 49m · 93% on time, 0.0% cancelled
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3h 14m layover in Miami (MIA) · 45 min minimum on one ticket
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21:50 MIA → 00:26 ORD +1 dayAA 2323 · American · 3h 36m · 63% on time, 4.2% cancelled
Total trip 7h 39m, scheduled departure to arrival (Chicago is 1 h behind Key West). Times are local. Both flew on 0 of the last 56 days, too few to list among the best connections.
Makes the connection100%The first flight arrived more than 149 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 14m layover.
Arrives on time61%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (4.2% are) and within 15 minutes (63%).
Total trip7h 39mEYW 17:47 to ORD 00:26, 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.