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

Milwaukee → Boston via Chicago: arrives on time 88%

  1. 05:45 MKE → 06:35 MDW
    WN 3178 · Southwest · 50m · 98% on time, 0.0% cancelled
  2. 1h 05m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 07:40 MDW → 10:55 BOS
    WN 4611 · Southwest · 2h 15m · 90% on time, 0.0% cancelled

Total trip 4h 10m, scheduled departure to arrival (Boston is 1 h ahead of Milwaukee). Times are local. Both flew on 55 of the last 56 days.

Makes the connection98%The first flight arrived more than 20 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 1h 05m layover.
Arrives on time88%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (0.0% are) and within 15 minutes (90%).
Total trip4h 10mMKE 05:45 to BOS 10:55, 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.