tailodds FORECAST
Connection · one ticket · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Orlando → Chicago via Dallas: arrives on time 17%

  1. 19:35 MCO → 21:20 DAL
    WN 1419 · Southwest · 2h 45m · 50% on time, 0.0% cancelled
  2. 1h 02m layover in Dallas (DAL) · 45 min minimum on one ticket
  3. 22:22 DAL → 01:00 MDW +1 day
    WN 1359 · Southwest · 2h 15m · 34% on time, 6.0% cancelled

Total trip 6h 02m, scheduled departure to arrival (Chicago is 1 h behind Orlando). Times are local. Both flew on 40 of the last 56 days.

Makes the connection52%The first flight arrived more than 17 minutes late on 48% of the days it flew: too late for the 45-minute minimum connection on a 1h 02m layover.
Arrives on time17%First flight not cancelled (0.0% are) × connection made (52%) × second flight not cancelled (6.0% are) and within 15 minutes (34%).
Total trip6h 02mMCO 19:35 to MDW 01:00, 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.