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

Washington → Milwaukee via Orlando: arrives on time 9%

  1. 17:25 DCA → 19:55 MCO
    WN 1441 · Southwest · 2h 30m · 32% on time, 14.3% cancelled
  2. 55m layover in Orlando (MCO) · 45 min minimum on one ticket
  3. 20:50 MCO → 21:35 MKE
    WN 2666 · Southwest · 2h 55m · 46% on time, 0.0% cancelled

Total trip 6h 20m, scheduled departure to arrival (Milwaukee is 1 h behind Washington). Times are local. Both flew on 47 of the last 56 days.

Makes the connection22%The first flight arrived more than 10 minutes late on 78% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time9%First flight not cancelled (14.3% are) × connection made (22%) × second flight not cancelled (0.0% are) and within 15 minutes (46%).
Total trip6h 20mDCA 17:25 to MKE 21:35, 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.