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

Chicago → San Diego via Denver: arrives on time 14%

  1. 16:15 MDW → 18:00 DEN
    WN 2769 · Southwest · 2h 45m · 62% on time, 1.7% cancelled
  2. 1h 15m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 19:15 DEN → 20:40 SAN
    WN 1703 · Southwest · 2h 25m · 19% on time, 0.0% cancelled

Total trip 6h 25m, scheduled departure to arrival (San Diego is 2 h behind Chicago). Times are local. Both flew on 55 of the last 56 days.

Makes the connection73%The first flight arrived more than 30 minutes late on 27% of the days it flew: too late for the 45-minute minimum connection on a 1h 15m layover.
Arrives on time14%First flight not cancelled (1.7% are) × connection made (73%) × second flight not cancelled (0.0% are) and within 15 minutes (19%).
Total trip6h 25mMDW 16:15 to SAN 20:40, layover included

Tight connection: often missed. The first flight is late enough to miss it on more than 1 day in 4.

Not yet counted: the second flight also leaving late (which helps), gate-to-gate distance at the hub, and rebooking after a missed connection.