Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → Santa Ana via Portland: arrives on time 91%
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10:05 MDW → 12:25 PDXWN 2809 · Southwest · 4h 20m · 84% on time, 0.0% cancelled
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2h 23m layover in Portland (PDX) · 90 min minimum on separate tickets
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14:48 PDX → 17:19 SNAAS 264 · Alaska · 2h 31m · 92% on time, 0.4% cancelled
Total trip 9h 14m, scheduled departure to arrival (Santa Ana is 2 h behind Chicago). Times are local. Both flew on 43 of the last 56 days.
Makes the connection100%The first flight arrived more than 53 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 2h 23m layover.
Arrives on time91%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.4% are) and within 15 minutes (92%).
Total trip9h 14mMDW 10:05 to SNA 17:19, 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.