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

Boston → Jacksonville via Chicago: arrives on time 78%

  1. 05:25 BOS → 07:00 MDW
    WN 3239 · Southwest · 2h 35m · 91% on time, 0.0% cancelled
  2. 1h 40m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 08:40 MDW → 12:00 JAX
    WN 4499 · Southwest · 2h 20m · 80% on time, 0.0% cancelled

Total trip 6h 35m, scheduled departure to arrival. Times are local. Both flew on 31 of the last 56 days.

Makes the connection97%The first flight arrived more than 55 minutes late on 3% of the days it flew: too late for the 45-minute minimum connection on a 1h 40m layover.
Arrives on time78%First flight not cancelled (0.0% are) × connection made (97%) × second flight not cancelled (0.0% are) and within 15 minutes (80%).
Total trip6h 35mBOS 05:25 to JAX 12:00, 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.