Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Chicago → Key West via Miami: arrives on time 84%

  1. 10:33 ORD → 14:57 MIA
    UA 1620 · United · 3h 24m · 77% on time, 1.3% cancelled
  2. 3h 14m layover in Miami (MIA) · 90 min minimum on separate tickets
  3. 18:11 MIA → 19:10 EYW
    AA 3517 · American, flown by Envoy · 1h 01m · 87% on time, 0.0% cancelled

Total trip 7h 39m, scheduled departure to arrival (Key West is 1 h ahead of Chicago). Times are local. Both flew on 56 of the last 56 days.

Makes the connection97%The first flight arrived more than 104 minutes late on 3% of the days it flew: too late for the 90-minute minimum connection on a 3h 14m layover.
Arrives on time84%First flight not cancelled (1.3% are) × connection made (97%) × second flight not cancelled (0.0% are) and within 15 minutes (87%).
Total trip7h 39mORD 10:33 to EYW 19:10, 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.