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

Chicago → San Juan via Miami: arrives on time 59%

  1. 07:01 ORD → 11:15 MIA
    AA 1875 · American · 3h 14m · 88% on time, 1.1% cancelled
  2. 2h 10m layover in Miami (MIA) · 45 min minimum on one ticket
  3. 13:25 MIA → 16:05 SJU
    AA 967 · American · 2h 40m · 60% on time, 0.0% cancelled

Total trip 8h 04m, scheduled departure to arrival (San Juan is 1 h ahead of Chicago). Times are local. Both flew on 0 of the last 56 days, too few to list among the best connections.

Makes the connection99%The first flight arrived more than 85 minutes late on 1% of the days it flew: too late for the 45-minute minimum connection on a 2h 10m layover.
Arrives on time59%First flight not cancelled (1.1% are) × connection made (99%) × second flight not cancelled (0.0% are) and within 15 minutes (60%).
Total trip8h 04mORD 07:01 to SJU 16:05, 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.