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

San Diego → Chicago via Denver: arrives on time 30%

  1. 10:45 SAN → 14:08 DEN
    WN 3495 · Southwest · 2h 22m · 68% on time, 0.0% cancelled
  2. 52m layover in Denver (DEN) · 45 min minimum on one ticket
  3. 15:00 DEN → 18:20 MDW
    WN 1603 · Southwest · 2h 20m · 61% on time, 3.4% cancelled

Total trip 5h 35m, scheduled departure to arrival (Chicago is 2 h ahead of San Diego). Times are local. Both flew on 48 of the last 56 days.

Makes the connection50%The first flight arrived more than 7 minutes late on 50% of the days it flew: too late for the 45-minute minimum connection on a 52m layover.
Arrives on time30%First flight not cancelled (0.0% are) × connection made (50%) × second flight not cancelled (3.4% are) and within 15 minutes (61%).
Total trip5h 35mSAN 10:45 to MDW 18:20, 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.