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

Chicago → San Francisco via Portland: arrives on time 73%

  1. 10:05 MDW → 12:25 PDX
    WN 2809 · Southwest · 4h 20m · 84% on time, 0.0% cancelled
  2. 2h 24m layover in Portland (PDX) · 90 min minimum on separate tickets
  3. 14:49 PDX → 16:40 SFO
    AS 236 · Alaska · 1h 51m · 73% on time, 0.5% cancelled

Total trip 8h 35m, scheduled departure to arrival (San Francisco is 2 h behind Chicago). Times are local. Both flew on 48 of the last 56 days.

Makes the connection100%The first flight arrived more than 54 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 2h 24m layover.
Arrives on time73%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.5% are) and within 15 minutes (73%).
Total trip8h 35mMDW 10:05 to SFO 16:40, 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.