Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
San Jose → Houston via Chicago: arrives on time 49%
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10:40 SJC → 16:45 MDWWN 4357 · Southwest · 4h 05m · 65% on time, 0.0% cancelled
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2h 30m layover in Chicago (MDW) · 45 min minimum on one ticket
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19:15 MDW → 21:50 HOUWN 1431 · Southwest · 2h 35m · 51% on time, 2.4% cancelled
Total trip 9h 10m, scheduled departure to arrival (Houston is 2 h ahead of San Jose). Times are local. Both flew on 40 of the last 56 days.
Makes the connection98%The first flight arrived more than 105 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 2h 30m layover.
Arrives on time49%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (2.4% are) and within 15 minutes (51%).
Total trip9h 10mSJC 10:40 to HOU 21:50, 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.