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

Chicago → San Jose via Denver: arrives on time 67%

  1. 06:50 MDW → 08:20 DEN
    WN 2765 · Southwest · 2h 30m · 84% on time, 0.0% cancelled
  2. 1h 10m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 09:30 DEN → 11:00 SJC
    WN 2384 · Southwest · 2h 30m · 73% on time, 0.0% cancelled

Total trip 6h 10m, scheduled departure to arrival (San Jose is 2 h behind Chicago). Times are local. Both flew on 24 of the last 56 days.

Makes the connection92%The first flight arrived more than 25 minutes late on 8% of the days it flew: too late for the 45-minute minimum connection on a 1h 10m layover.
Arrives on time67%First flight not cancelled (0.0% are) × connection made (92%) × second flight not cancelled (0.0% are) and within 15 minutes (73%).
Total trip6h 10mMDW 06:50 to SJC 11:00, 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.