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

Orlando → Fort Myers via Chicago: arrives on time 35%

  1. 15:40 MCO → 17:30 MDW
    WN 2658 · Southwest · 2h 55m · 60% on time, 4.1% cancelled
  2. 1h 25m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 18:55 MDW → 22:40 RSW
    WN 2881 · Southwest · 2h 45m · 51% on time, 4.1% cancelled

Total trip 7h 00m, scheduled departure to arrival. Times are local. Both flew on 47 of the last 56 days.

Makes the connection76%The first flight arrived more than 40 minutes late on 24% of the days it flew: too late for the 45-minute minimum connection on a 1h 25m layover.
Arrives on time35%First flight not cancelled (4.1% are) × connection made (76%) × second flight not cancelled (4.1% are) and within 15 minutes (51%).
Total trip7h 00mMCO 15:40 to RSW 22:40, 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.