Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
San Jose → Chicago via Phoenix: arrives on time 79%
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19:00 SJC → 20:55 PHXWN 3696 · Southwest · 1h 55m · 56% on time, 4.8% cancelled
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3h 00m layover in Phoenix (PHX) · 45 min minimum on one ticket
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23:55 PHX → 05:10 MDW +1 dayWN 3298 · Southwest · 3h 15m · 83% on time, 0.0% cancelled
Total trip 8h 10m, scheduled departure to arrival (Chicago is 2 h ahead of San Jose). Times are local. Both flew on 20 of the last 56 days.
Makes the connection100%The first flight arrived more than 135 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 00m layover.
Arrives on time79%First flight not cancelled (4.8% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (83%).
Total trip8h 10mSJC 19:00 to MDW 05:10, 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.