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

Boston → Milwaukee via Baltimore: arrives on time 48%

  1. 17:20 BOS → 19:10 BWI
    WN 1898 · Southwest · 1h 50m · 52% on time, 5.3% cancelled
  2. 3h 20m layover in Baltimore (BWI) · 45 min minimum on one ticket
  3. 22:30 BWI → 23:40 MKE
    WN 1015 · Southwest · 2h 05m · 56% on time, 1.8% cancelled

Total trip 7h 15m, scheduled departure to arrival (Milwaukee is 1 h behind Boston). Times are local. Both flew on 55 of the last 56 days.

Makes the connection92%The first flight arrived more than 155 minutes late on 8% of the days it flew: too late for the 45-minute minimum connection on a 3h 20m layover.
Arrives on time48%First flight not cancelled (5.3% are) × connection made (92%) × second flight not cancelled (1.8% are) and within 15 minutes (56%).
Total trip7h 15mBOS 17:20 to MKE 23:40, 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.