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

Chicago → Dallas via Milwaukee: arrives on time 76%

  1. 06:55 ORD → 07:58 MKE
    AA 6263 · American, flown by SkyWest · 1h 03m · 81% on time, 1.4% cancelled
  2. 2h 07m layover in Milwaukee (MKE) · 90 min minimum on separate tickets
  3. 10:05 MKE → 12:25 DAL
    WN 2939 · Southwest · 2h 20m · 88% on time, 0.0% cancelled

Total trip 5h 30m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection87%The first flight arrived more than 37 minutes late on 13% of the days it flew: too late for the 90-minute minimum connection on a 2h 07m layover.
Arrives on time76%First flight not cancelled (1.4% are) × connection made (87%) × second flight not cancelled (0.0% are) and within 15 minutes (88%).
Total trip5h 30mORD 06:55 to DAL 12:25, 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.