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

Chicago → Oakland via Denver: arrives on time 66%

  1. 06:50 MDW → 08:20 DEN
    WN 2765 · Southwest · 2h 30m · 84% on time, 0.0% cancelled
  2. 2h 25m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 10:45 DEN → 12:18 OAK
    WN 1577 · Southwest · 2h 32m · 66% on time, 0.0% cancelled

Total trip 7h 27m, scheduled departure to arrival (Oakland is 2 h behind Chicago). Times are local. Both flew on 40 of the last 56 days.

Makes the connection100%The first flight arrived more than 100 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 2h 25m layover.
Arrives on time66%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (66%).
Total trip7h 27mMDW 06:50 to OAK 12:18, 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.