Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
San Diego → Chicago via Boston: arrives on time 90%
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20:52 SAN → 05:40 BOSAS 255 · Alaska · 5h 48m · 85% on time, 0.0% cancelled
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3h 18m layover in Boston (BOS) · 90 min minimum on separate tickets
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08:58 BOS → 11:00 ORD +1 dayAA 1239 · American · 3h 02m · 93% on time, 1.2% cancelled
Total trip 12h 08m, scheduled departure to arrival (Chicago is 2 h ahead of San Diego). Times are local. Both flew on 54 of the last 56 days.
Makes the connection99%The first flight arrived more than 108 minutes late on 1% of the days it flew: too late for the 90-minute minimum connection on a 3h 18m layover.
Arrives on time90%First flight not cancelled (0.0% are) × connection made (99%) × second flight not cancelled (1.2% are) and within 15 minutes (93%).
Total trip12h 08mSAN 20:52 to ORD 11:00, 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.