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

Chicago → San Jose via Denver: arrives on time 84%

  1. 05:15 MDW → 06:50 DEN
    WN 2989 · Southwest · 2h 35m · 98% on time, 0.0% cancelled
  2. 1h 00m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 07:50 DEN → 09:25 SJC
    WN 494 · Southwest · 2h 35m · 86% 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 47 of the last 56 days.

Makes the connection98%The first flight arrived more than 15 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 1h 00m layover.
Arrives on time84%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (0.0% are) and within 15 minutes (86%).
Total trip6h 10mMDW 05:15 to SJC 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.