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

Cleveland → Fort Myers via Chicago: arrives on time 45%

  1. 16:45 CLE → 17:05 MDW
    WN 1162 · Southwest · 1h 20m · 82% on time, 2.4% cancelled
  2. 1h 50m 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 5h 55m, scheduled departure to arrival. Times are local. Both flew on 40 of the last 56 days.

Makes the connection95%The first flight arrived more than 65 minutes late on 5% of the days it flew: too late for the 45-minute minimum connection on a 1h 50m layover.
Arrives on time45%First flight not cancelled (2.4% are) × connection made (95%) × second flight not cancelled (4.1% are) and within 15 minutes (51%).
Total trip5h 55mCLE 16:45 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.