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

Chicago → Portland via Denver: arrives on time 23%

  1. 18:00 MDW → 19:45 DEN
    WN 1497 · Southwest · 2h 45m · 68% on time, 0.0% cancelled
  2. 1h 20m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 21:05 DEN → 22:45 PDX
    WN 1671 · Southwest · 2h 42m · 32% on time, 0.0% cancelled

Total trip 6h 47m, scheduled departure to arrival (Portland is 2 h behind Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection72%The first flight arrived more than 35 minutes late on 28% of the days it flew: too late for the 45-minute minimum connection on a 1h 20m layover.
Arrives on time23%First flight not cancelled (0.0% are) × connection made (72%) × second flight not cancelled (0.0% are) and within 15 minutes (32%).
Total trip6h 47mMDW 18:00 to PDX 22:45, 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.