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

Denver → Chicago via San Jose: arrives on time 60%

  1. 07:50 DEN → 09:25 SJC
    WN 494 · Southwest · 2h 35m · 86% on time, 0.0% cancelled
  2. 1h 15m layover in San Jose (SJC) · 45 min minimum on one ticket
  3. 10:40 SJC → 16:45 MDW
    WN 4357 · Southwest · 4h 05m · 65% on time, 0.0% cancelled

Total trip 7h 55m, scheduled departure to arrival (Chicago is 1 h ahead of Denver). Times are local. Both flew on 48 of the last 56 days.

Makes the connection94%The first flight arrived more than 30 minutes late on 6% of the days it flew: too late for the 45-minute minimum connection on a 1h 15m layover.
Arrives on time60%First flight not cancelled (0.0% are) × connection made (94%) × second flight not cancelled (0.0% are) and within 15 minutes (65%).
Total trip7h 55mDEN 07:50 to MDW 16:45, 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.