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

Chicago → Milwaukee via Kansas City: arrives on time 58%

  1. 10:20 MDW → 11:45 MCI
    WN 2529 · Southwest · 1h 25m · 73% on time, 0.0% cancelled
  2. 3h 55m layover in Kansas City (MCI) · 45 min minimum on one ticket
  3. 15:40 MCI → 17:10 MKE
    WN 4974 · Southwest · 1h 30m · 58% on time, 0.0% cancelled

Total trip 6h 50m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection100%The first flight arrived more than 190 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 55m layover.
Arrives on time58%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (58%).
Total trip6h 50mMDW 10:20 to MKE 17:10, 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.