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

Boston → Milwaukee via Chicago: arrives on time 48%

  1. 13:01 BOS → 15:10 ORD
    AA 4386 · American, flown by Republic · 3h 09m · 80% on time, 4.2% cancelled
  2. 2h 11m layover in Chicago (ORD) · 45 min minimum on one ticket
  3. 17:21 ORD → 18:23 MKE
    AA 6211 · American, flown by SkyWest · 1h 02m · 58% on time, 7.0% cancelled

Total trip 6h 22m, scheduled departure to arrival (Milwaukee is 1 h behind Boston). Times are local. Both flew on 55 of the last 56 days.

Makes the connection93%The first flight arrived more than 86 minutes late on 7% of the days it flew: too late for the 45-minute minimum connection on a 2h 11m layover.
Arrives on time48%First flight not cancelled (4.2% are) × connection made (93%) × second flight not cancelled (7.0% are) and within 15 minutes (58%).
Total trip6h 22mBOS 13:01 to MKE 18:23, 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.