Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
San Jose → Denver via Chicago: arrives on time 84%
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22:55 SJC → 05:00 MDWWN 3886 · Southwest · 4h 05m · 94% on time, 0.0% cancelled
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1h 50m layover in Chicago (MDW) · 45 min minimum on one ticket
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06:50 MDW → 08:20 DEN +1 dayWN 2765 · Southwest · 2h 30m · 84% on time, 0.0% cancelled
Total trip 8h 25m, scheduled departure to arrival (Denver is 1 h ahead of San Jose). Times are local. Both flew on 38 of the last 56 days.
Makes the connection100%The first flight arrived more than 65 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 1h 50m layover.
Arrives on time84%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (84%).
Total trip8h 25mSJC 22:55 to DEN 08:20, 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.