Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → San Juan via Orlando: arrives on time 88%
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06:00 ORD → 09:40 MCOUA 284 · United · 2h 40m · 95% on time, 0.0% cancelled
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2h 30m layover in Orlando (MCO) · 90 min minimum on separate tickets
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12:10 MCO → 15:05 SJUWN 1465 · Southwest · 2h 55m · 88% on time, 0.0% cancelled
Total trip 8h 05m, scheduled departure to arrival (San Juan is 1 h ahead of Chicago). Times are local. Both flew on 23 of the last 56 days.
Makes the connection100%The first flight arrived more than 60 minutes late on 0% of the days it flew: too late for the 90-minute minimum connection on a 2h 30m layover.
Arrives on time88%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (88%).
Total trip8h 05mORD 06:00 to SJU 15:05, 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.