Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Cleveland → Chicago via Charlotte: arrives on time 81%
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08:06 CLE → 09:50 CLTAA 2021 · American · 1h 44m · 86% on time, 2.6% cancelled
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1h 45m layover in Charlotte (CLT) · 90 min minimum on separate tickets
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11:35 CLT → 12:35 MDWWN 4529 · Southwest · 2h 00m · 96% on time, 0.0% cancelled
Total trip 5h 29m, scheduled departure to arrival (Chicago is 1 h behind Cleveland). Times are local. Both flew on 24 of the last 56 days.
Makes the connection86%The first flight arrived more than 15 minutes late on 14% of the days it flew: too late for the 90-minute minimum connection on a 1h 45m layover.
Arrives on time81%First flight not cancelled (2.6% are) × connection made (86%) × second flight not cancelled (0.0% are) and within 15 minutes (96%).
Total trip5h 29mCLE 08:06 to MDW 12:35, 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.