Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
New York → Chicago via Cleveland: arrives on time 70%
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12:30 JFK → 14:25 CLEAA 4453 · American, flown by Republic · 1h 55m · 84% on time, 5.6% cancelled
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2h 20m layover in Cleveland (CLE) · 90 min minimum on separate tickets
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16:45 CLE → 17:05 MDWWN 1162 · Southwest · 1h 20m · 82% on time, 2.4% cancelled
Total trip 5h 35m, scheduled departure to arrival (Chicago is 1 h behind New York). Times are local. Both flew on 40 of the last 56 days.
Makes the connection93%The first flight arrived more than 50 minutes late on 7% of the days it flew: too late for the 90-minute minimum connection on a 2h 20m layover.
Arrives on time70%First flight not cancelled (5.6% are) × connection made (93%) × second flight not cancelled (2.4% are) and within 15 minutes (82%).
Total trip5h 35mJFK 12:30 to MDW 17:05, 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.