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

Portland → Chicago via Los Angeles: arrives on time 83%

  1. 17:37 PDX → 20:09 LAX
    AS 278 · Alaska · 2h 32m · 87% on time, 0.0% cancelled
  2. 3h 46m layover in Los Angeles (LAX) · 90 min minimum on separate tickets
  3. 23:55 LAX → 05:55 MDW +1 day
    WN 2413 · Southwest · 4h 00m · 86% on time, 1.7% cancelled

Total trip 10h 18m, scheduled departure to arrival (Chicago is 2 h ahead of Portland). Times are local. Both flew on 55 of the last 56 days.

Makes the connection99%The first flight arrived more than 136 minutes late on 1% of the days it flew: too late for the 90-minute minimum connection on a 3h 46m layover.
Arrives on time83%First flight not cancelled (0.0% are) × connection made (99%) × second flight not cancelled (1.7% are) and within 15 minutes (86%).
Total trip10h 18mPDX 17:37 to MDW 05:55, 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.