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

San Francisco → Boston via Chicago: arrives on time 90%

  1. 23:40 SFO → 05:55 MDW
    WN 3649 · Southwest · 4h 15m · 41% on time, 1.7% cancelled
  2. 3h 15m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 09:10 MDW → 12:28 BOS +1 day
    WN 1405 · Southwest · 2h 18m · 92% on time, 0.0% cancelled

Total trip 9h 48m, scheduled departure to arrival (Boston is 3 h ahead of San Francisco). Times are local. Both flew on 48 of the last 56 days.

Makes the connection100%The first flight arrived more than 150 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 15m layover.
Arrives on time90%First flight not cancelled (1.7% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (92%).
Total trip9h 48mSFO 23:40 to BOS 12:28, 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.