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

Key West → Washington via Chicago: arrives on time 46%

  1. 16:00 EYW → 18:55 ORD
    UA 3499 · United, flown by Republic · 3h 55m · 85% on time, 2.8% cancelled
  2. 2h 00m layover in Chicago (ORD) · 90 min minimum on separate tickets
  3. 20:55 ORD → 23:59 DCA
    AA 1187 · American · 2h 04m · 58% on time, 11.8% cancelled

Total trip 7h 59m, scheduled departure to arrival. Times are local. Both flew on 53 of the last 56 days.

Makes the connection91%The first flight arrived more than 30 minutes late on 9% of the days it flew: too late for the 90-minute minimum connection on a 2h 00m layover.
Arrives on time46%First flight not cancelled (2.8% are) × connection made (91%) × second flight not cancelled (11.8% are) and within 15 minutes (58%).
Total trip7h 59mEYW 16:00 to DCA 23:59, 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.