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

Washington → Chicago via Orlando: arrives on time 65%

  1. 06:00 DCA → 08:20 MCO
    WN 4580 · Southwest · 2h 20m · 95% on time, 1.8% cancelled
  2. 50m layover in Orlando (MCO) · 45 min minimum on one ticket
  3. 09:10 MCO → 10:55 MDW
    WN 4037 · Southwest · 2h 45m · 80% on time, 3.8% cancelled

Total trip 5h 55m, scheduled departure to arrival (Chicago is 1 h behind Washington). Times are local. Both flew on 24 of the last 56 days.

Makes the connection85%The first flight arrived more than 5 minutes late on 15% of the days it flew: too late for the 45-minute minimum connection on a 50m layover.
Arrives on time65%First flight not cancelled (1.8% are) × connection made (85%) × second flight not cancelled (3.8% are) and within 15 minutes (80%).
Total trip5h 55mDCA 06:00 to MDW 10:55, 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.