Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
San Francisco → Chicago via San Diego: arrives on time 44%
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08:55 SFO → 10:35 SANWN 4239 · Southwest · 1h 40m · 70% on time, 4.8% cancelled
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1h 35m layover in San Diego (SAN) · 45 min minimum on one ticket
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12:10 SAN → 18:10 MDWWN 4163 · Southwest · 4h 00m · 50% on time, 2.4% cancelled
Total trip 7h 15m, scheduled departure to arrival (Chicago is 2 h ahead of San Francisco). Times are local. Both flew on 40 of the last 56 days.
Makes the connection95%The first flight arrived more than 50 minutes late on 5% of the days it flew: too late for the 45-minute minimum connection on a 1h 35m layover.
Arrives on time44%First flight not cancelled (4.8% are) × connection made (95%) × second flight not cancelled (2.4% are) and within 15 minutes (50%).
Total trip7h 15mSFO 08:55 to MDW 18:10, 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.