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

Kansas City → Portland via Chicago: arrives on time 37%

  1. 17:30 MCI → 18:55 MDW
    WN 2029 · Southwest · 1h 25m · 40% on time, 3.8% cancelled
  2. 2h 40m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 21:35 MDW → 23:35 PDX
    WN 2852 · Southwest · 4h 20m · 45% on time, 3.5% cancelled

Total trip 8h 25m, scheduled departure to arrival (Portland is 2 h behind Kansas City). Times are local. Both flew on 24 of the last 56 days.

Makes the connection88%The first flight arrived more than 115 minutes late on 12% of the days it flew: too late for the 45-minute minimum connection on a 2h 40m layover.
Arrives on time37%First flight not cancelled (3.8% are) × connection made (88%) × second flight not cancelled (3.5% are) and within 15 minutes (45%).
Total trip8h 25mMCI 17:30 to PDX 23:35, 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.