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

Houston → San Jose via Chicago: arrives on time 82%

  1. 06:25 HOU → 08:50 MDW
    WN 2039 · Southwest · 2h 25m · 92% on time, 0.0% cancelled
  2. 1h 15m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 10:05 MDW → 12:30 SJC
    WN 3752 · Southwest · 4h 25m · 82% on time, 0.0% cancelled

Total trip 8h 05m, scheduled departure to arrival (San Jose is 2 h behind Houston). Times are local. Both flew on 24 of the last 56 days.

Makes the connection100%The first flight arrived more than 30 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 1h 15m layover.
Arrives on time82%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (0.0% are) and within 15 minutes (82%).
Total trip8h 05mHOU 06:25 to SJC 12:30, 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.