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

Chicago → Milwaukee via Denver: arrives on time 97%

  1. 06:50 MDW → 08:20 DEN
    WN 2765 · Southwest · 2h 30m · 84% on time, 0.0% cancelled
  2. 1h 55m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 10:15 DEN → 13:40 MKE
    WN 1626 · Southwest · 2h 25m · 97% on time, 0.0% cancelled

Total trip 6h 50m, scheduled departure to arrival. Times are local. Both flew on 31 of the last 56 days.

Makes the connection100%The first flight arrived more than 70 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 1h 55m layover.
Arrives on time97%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (97%).
Total trip6h 50mMDW 06:50 to MKE 13:40, 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.