Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Chicago → Orlando via Denver: arrives on time 85%
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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 40m layover in Denver (DEN) · 45 min minimum on one ticket
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10:00 DEN → 15:55 MCOWN 1339 · Southwest · 3h 55m · 85% on time, 0.0% cancelled
Total trip 8h 05m, scheduled departure to arrival (Orlando is 1 h ahead of Chicago). Times are local. Both flew on 47 of the last 56 days.
Makes the connection100%The first flight arrived more than 55 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 1h 40m layover.
Arrives on time85%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (85%).
Total trip8h 05mMDW 06:50 to MCO 15:55, 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.