tailodds FORECAST
Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Boston → Madison via Chicago: arrives on time 87%

  1. 06:00 BOS → 07:58 ORD
    UA 1414 · United · 2h 58m · 95% on time, 2.4% cancelled
  2. 2h 54m layover in Chicago (ORD) · 90 min minimum on separate tickets
  3. 10:52 ORD → 12:02 MSN
    AA 3437 · American, flown by Envoy · 1h 10m · 89% on time, 0.0% cancelled

Total trip 7h 02m, scheduled departure to arrival (Madison is 1 h behind Boston). Times are local. Both flew on 52 of the last 56 days.

Makes the connection100%The first flight arrived more than 84 minutes late on <1% of the days it flew: too late for the 90-minute minimum connection on a 2h 54m layover.
Arrives on time87%First flight not cancelled (2.4% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (89%).
Total trip7h 02mBOS 06:00 to MSN 12:02, 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.