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

Boston → San Antonio via Chicago: arrives on time 26%

  1. 18:15 BOS → 20:05 MDW
    WN 3911 · Southwest · 2h 50m · 43% on time, 5.9% cancelled
  2. 1h 20m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 21:25 MDW → 00:20 SAT +1 day
    WN 3229 · Southwest · 2h 40m · 47% on time, 3.5% cancelled

Total trip 6h 50m, scheduled departure to arrival (San Antonio is 1 h behind Boston). Times are local. Both flew on 47 of the last 56 days.

Makes the connection62%The first flight arrived more than 35 minutes late on 38% of the days it flew: too late for the 45-minute minimum connection on a 1h 20m layover.
Arrives on time26%First flight not cancelled (5.9% are) × connection made (62%) × second flight not cancelled (3.5% are) and within 15 minutes (47%).
Total trip6h 50mBOS 18:15 to SAT 00:20, layover included

Tight connection: often missed. The first flight is late enough to miss it on more than 1 day in 4.

Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.