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

San Juan → Chicago via Dallas-Fort Worth: arrives on time 73%

  1. 00:58 SJU → 05:00 DFW
    AA 2742 · American · 5h 02m · 91% on time, 0.0% cancelled
  2. 1h 00m layover in Dallas-Fort Worth (DFW) · 45 min minimum on one ticket
  3. 06:00 DFW → 08:39 ORD
    AA 3075 · American · 2h 39m · 80% on time, 0.0% cancelled

Total trip 8h 41m, scheduled departure to arrival (Chicago is 1 h behind San Juan). Times are local. Both flew on 56 of the last 56 days.

Makes the connection91%The first flight arrived more than 15 minutes late on 9% of the days it flew: too late for the 45-minute minimum connection on a 1h 00m layover.
Arrives on time73%First flight not cancelled (0.0% are) × connection made (91%) × second flight not cancelled (0.0% are) and within 15 minutes (80%).
Total trip8h 41mSJU 00:58 to ORD 08:39, 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.