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

Chicago → Boston via Baltimore: arrives on time 67%

  1. 07:00 MDW → 09:45 BWI
    WN 2742 · Southwest · 1h 45m · 91% on time, 0.0% cancelled
  2. 55m layover in Baltimore (BWI) · 45 min minimum on one ticket
  3. 10:40 BWI → 12:10 BOS
    WN 887 · Southwest · 1h 30m · 80% on time, 0.0% cancelled

Total trip 4h 10m, scheduled departure to arrival (Boston is 1 h ahead of Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection84%The first flight arrived more than 10 minutes late on 16% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time67%First flight not cancelled (0.0% are) × connection made (84%) × second flight not cancelled (0.0% are) and within 15 minutes (80%).
Total trip4h 10mMDW 07:00 to BOS 12:10, 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.