Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → San Diego via Milwaukee: arrives on time 84%
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10:15 MDW → 11:00 MKEWN 1702 · Southwest · 45m · 90% on time, 0.0% cancelled
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3h 30m layover in Milwaukee (MKE) · 45 min minimum on one ticket
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14:30 MKE → 16:40 SANWN 2956 · Southwest · 4h 10m · 86% on time, 0.0% cancelled
Total trip 8h 25m, scheduled departure to arrival (San Diego is 2 h behind Chicago). Times are local. Both flew on 40 of the last 56 days.
Makes the connection98%The first flight arrived more than 165 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 3h 30m layover.
Arrives on time84%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (0.0% are) and within 15 minutes (86%).
Total trip8h 25mMDW 10:15 to SAN 16:40, 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.