Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → Jacksonville via Denver: arrives on time 71%
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06:50 MDW → 08:20 DENWN 2765 · Southwest · 2h 30m · 84% on time, 0.0% cancelled
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1h 45m layover in Denver (DEN) · 90 min minimum on separate tickets
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10:05 DEN → 15:39 JAXUA 1451 · United · 3h 34m · 85% on time, 0.0% cancelled
Total trip 7h 49m, scheduled departure to arrival (Jacksonville is 1 h ahead of Chicago). Times are local. Both flew on 31 of the last 56 days.
Makes the connection84%The first flight arrived more than 15 minutes late on 16% of the days it flew: too late for the 90-minute minimum connection on a 1h 45m layover.
Arrives on time71%First flight not cancelled (0.0% are) × connection made (84%) × second flight not cancelled (0.0% are) and within 15 minutes (85%).
Total trip7h 49mMDW 06:50 to JAX 15:39, 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.