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

Detroit → Milwaukee via Chicago: arrives on time 85%

  1. 08:40 DTW → 08:55 MDW
    WN 1781 · Southwest · 1h 15m · 86% on time, 2.0% cancelled
  2. 1h 20m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 10:15 MDW → 11:00 MKE
    WN 1702 · Southwest · 45m · 90% on time, 0.0% cancelled

Total trip 3h 20m, scheduled departure to arrival (Milwaukee is 1 h behind Detroit). Times are local. Both flew on 48 of the last 56 days.

Makes the connection96%The first flight arrived more than 35 minutes late on 4% of the days it flew: too late for the 45-minute minimum connection on a 1h 20m layover.
Arrives on time85%First flight not cancelled (2.0% are) × connection made (96%) × second flight not cancelled (0.0% are) and within 15 minutes (90%).
Total trip3h 20mDTW 08:40 to MKE 11:00, 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.