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

Dallas → Boston via Chicago: arrives on time 33%

  1. 14:05 DAL → 16:20 MDW
    WN 1358 · Southwest · 2h 15m · 60% on time, 4.0% cancelled
  2. 3h 15m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 19:35 MDW → 22:52 BOS
    WN 232 · Southwest · 2h 18m · 39% on time, 11.5% cancelled

Total trip 7h 48m, scheduled departure to arrival (Boston is 1 h ahead of Dallas). Times are local. Both flew on 24 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 time33%First flight not cancelled (4.0% are) × connection made (100%) × second flight not cancelled (11.5% are) and within 15 minutes (39%).
Total trip7h 48mDAL 14:05 to BOS 22:52, 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.