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

Milwaukee → Boston via Chicago: arrives on time 92%

  1. 05:45 MKE → 06:35 MDW
    WN 3178 · Southwest · 50m · 98% on time, 0.0% cancelled
  2. 2h 35m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 09:10 MDW → 12:28 BOS
    WN 1405 · Southwest · 2h 18m · 92% on time, 0.0% cancelled

Total trip 5h 43m, scheduled departure to arrival (Boston is 1 h ahead of Milwaukee). Times are local. Both flew on 48 of the last 56 days.

Makes the connection100%The first flight arrived more than 110 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 2h 35m layover.
Arrives on time92%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (92%).
Total trip5h 43mMKE 05:45 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.