Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026
Orlando → New Orleans via Chicago: arrives on time 19%
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18:55 MCO → 20:50 MDWWN 2660 · Southwest · 2h 55m · 38% on time, 1.8% cancelled
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50m layover in Chicago (MDW) · 45 min minimum on one ticket
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21:40 MDW → 23:40 MSYWN 2836 · Southwest · 2h 15m · 66% on time, 6.0% cancelled
Total trip 6h 00m, scheduled departure to arrival (New Orleans is 1 h behind Orlando). Times are local. Both flew on 48 of the last 56 days.
Makes the connection31%The first flight arrived more than 5 minutes late on 69% of the days it flew: too late for the 45-minute minimum connection on a 50m layover.
Arrives on time19%First flight not cancelled (1.8% are) × connection made (31%) × second flight not cancelled (6.0% are) and within 15 minutes (66%).
Total trip6h 00mMCO 18:55 to MSY 23:40, layover included
Tight connection: often missed. The first flight is late enough to miss it on more than 1 day in 4.
Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.