Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Portland → Chicago via Philadelphia: arrives on time 74%
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08:00 PWM → 09:39 PHLAA 2951 · American · 1h 39m · 91% on time, 2.1% cancelled
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1h 43m layover in Philadelphia (PHL) · 90 min minimum on separate tickets
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11:22 PHL → 12:32 MDWWN 3224 · Southwest · 2h 10m · 88% on time, 2.0% cancelled
Total trip 5h 32m, scheduled departure to arrival (Chicago is 1 h behind Portland). Times are local. Both flew on 40 of the last 56 days.
Makes the connection88%The first flight arrived more than 13 minutes late on 12% of the days it flew: too late for the 90-minute minimum connection on a 1h 43m layover.
Arrives on time74%First flight not cancelled (2.1% are) × connection made (88%) × second flight not cancelled (2.0% are) and within 15 minutes (88%).
Total trip5h 32mPWM 08:00 to MDW 12:32, 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.