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

Portland → Orlando via Chicago: arrives on time 12%

  1. 11:50 PDX → 17:45 MDW
    WN 3202 · Southwest · 3h 55m · 63% on time, 0.0% cancelled
  2. 50m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 18:35 MDW → 22:10 MCO
    WN 2820 · Southwest · 2h 35m · 41% on time, 3.0% cancelled

Total trip 7h 20m, scheduled departure to arrival (Orlando is 3 h ahead of Portland). Times are local. Both flew on 24 of the last 56 days.

Makes the connection29%The first flight arrived more than 5 minutes late on 71% of the days it flew: too late for the 45-minute minimum connection on a 50m layover.
Arrives on time12%First flight not cancelled (0.0% are) × connection made (29%) × second flight not cancelled (3.0% are) and within 15 minutes (41%).
Total trip7h 20mPDX 11:50 to MCO 22:10, 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.