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

Milwaukee → New York via Chicago: arrives on time 71%

  1. 06:20 MKE → 07:30 ORD
    UA 5896 · United, flown by SkyWest · 1h 10m · 89% on time, 3.7% cancelled
  2. 3h 21m layover in Chicago (ORD) · 90 min minimum on separate tickets
  3. 10:51 ORD → 14:30 JFK
    AA 4350 · American, flown by Republic · 2h 39m · 85% on time, 10.0% cancelled

Total trip 7h 10m, scheduled departure to arrival (New York is 1 h ahead of Milwaukee). Times are local. Both flew on 30 of the last 56 days.

Makes the connection96%The first flight arrived more than 111 minutes late on 4% of the days it flew: too late for the 90-minute minimum connection on a 3h 21m layover.
Arrives on time71%First flight not cancelled (3.7% are) × connection made (96%) × second flight not cancelled (10.0% are) and within 15 minutes (85%).
Total trip7h 10mMKE 06:20 to JFK 14:30, 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.