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

Madison → Boston via Chicago: arrives on time 56%

  1. 15:55 MSN → 17:02 ORD
    AA 4038 · American, flown by Envoy · 1h 07m · 41% on time, 3.6% cancelled
  2. 3h 27m layover in Chicago (ORD) · 45 min minimum on one ticket
  3. 20:29 ORD → 00:05 BOS +1 day
    AA 2682 · American · 2h 36m · 62% on time, 3.7% cancelled

Total trip 7h 10m, scheduled departure to arrival (Boston is 1 h ahead of Madison). Times are local. Both flew on 0 of the last 56 days, too few to list among the best connections.

Makes the connection98%The first flight arrived more than 162 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 3h 27m layover.
Arrives on time56%First flight not cancelled (3.6% are) × connection made (98%) × second flight not cancelled (3.7% are) and within 15 minutes (62%).
Total trip7h 10mMSN 15:55 to BOS 00:05, 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.