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

Chicago → Oakland via Denver: arrives on time 81%

  1. 05:15 MDW → 06:50 DEN
    WN 2989 · Southwest · 2h 35m · 98% on time, 0.0% cancelled
  2. 55m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 07:45 DEN → 09:25 OAK
    WN 1240 · Southwest · 2h 40m · 84% on time, 1.7% cancelled

Total trip 6h 10m, scheduled departure to arrival (Oakland is 2 h behind Chicago). Times are local. Both flew on 47 of the last 56 days.

Makes the connection98%The first flight arrived more than 10 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time81%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (1.7% are) and within 15 minutes (84%).
Total trip6h 10mMDW 05:15 to OAK 09:25, 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.