Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Key West → Dallas-Fort Worth via Chicago: arrives on time 51%

  1. 16:17 EYW → 19:05 ORD
    AA 3996 · American, flown by Envoy · 3h 48m · 71% on time, 2.8% cancelled
  2. 1h 39m layover in Chicago (ORD) · 45 min minimum on one ticket
  3. 20:44 ORD → 23:23 DFW
    AA 2281 · American · 2h 39m · 63% on time, 5.5% cancelled

Total trip 8h 06m, scheduled departure to arrival (Dallas-Fort Worth 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 connection87%The first flight arrived more than 54 minutes late on 13% of the days it flew: too late for the 45-minute minimum connection on a 1h 39m layover.
Arrives on time51%First flight not cancelled (2.8% are) × connection made (87%) × second flight not cancelled (5.5% are) and within 15 minutes (63%).
Total trip8h 06mEYW 16:17 to DFW 23:23, 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.