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

Portland → Boston via Chicago: arrives on time 90%

  1. 22:59 PDX → 05:00 ORD
    AS 376 · Alaska · 4h 01m · 87% on time, 2.7% cancelled
  2. 2h 33m layover in Chicago (ORD) · 90 min minimum on separate tickets
  3. 07:33 ORD → 11:05 BOS +1 day
    UA 1076 · United · 2h 32m · 94% on time, 0.0% cancelled

Total trip 9h 06m, scheduled departure to arrival (Boston is 3 h ahead of Portland). Times are local. Both flew on 50 of the last 56 days.

Makes the connection98%The first flight arrived more than 63 minutes late on 2% of the days it flew: too late for the 90-minute minimum connection on a 2h 33m layover.
Arrives on time90%First flight not cancelled (2.7% are) × connection made (98%) × second flight not cancelled (0.0% are) and within 15 minutes (94%).
Total trip9h 06mPDX 22:59 to BOS 11:05, 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.