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

Chicago → Oakland via Phoenix: arrives on time 76%

  1. 07:10 MDW → 08:45 PHX
    WN 2520 · Southwest · 3h 35m · 88% on time, 2.9% cancelled
  2. 55m layover in Phoenix (PHX) · 45 min minimum on one ticket
  3. 09:40 PHX → 11:35 OAK
    WN 2680 · Southwest · 1h 55m · 92% on time, 0.0% cancelled

Total trip 6h 25m, scheduled departure to arrival (Oakland is 2 h behind Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection85%The first flight arrived more than 10 minutes late on 15% of the days it flew: too late for the 45-minute minimum connection on a 55m layover.
Arrives on time76%First flight not cancelled (2.9% are) × connection made (85%) × second flight not cancelled (0.0% are) and within 15 minutes (92%).
Total trip6h 25mMDW 07:10 to OAK 11:35, 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.