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

Seattle → Chicago via Portland: arrives on time 86%

  1. 18:55 SEA → 20:02 PDX
    DL 3923 · Delta, flown by SkyWest · 1h 07m · 80% on time, 0.0% cancelled
  2. 3h 28m layover in Portland (PDX) · 90 min minimum on separate tickets
  3. 23:30 PDX → 05:20 MDW +1 day
    WN 3203 · Southwest · 3h 50m · 89% on time, 1.7% cancelled

Total trip 8h 25m, scheduled departure to arrival (Chicago is 2 h ahead of Seattle). Times are local. Both flew on 55 of the last 56 days.

Makes the connection98%The first flight arrived more than 118 minutes late on 2% of the days it flew: too late for the 90-minute minimum connection on a 3h 28m layover.
Arrives on time86%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (1.7% are) and within 15 minutes (89%).
Total trip8h 25mSEA 18:55 to MDW 05:20, 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.