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

Pensacola → Chicago via St Louis: arrives on time 55%

  1. 11:55 PNS → 13:45 STL
    WN 4979 · Southwest · 1h 50m · 84% on time, 0.0% cancelled
  2. 1h 50m layover in St Louis (STL) · 45 min minimum on one ticket
  3. 15:35 STL → 16:40 MDW
    WN 556 · Southwest · 1h 05m · 61% on time, 2.9% cancelled

Total trip 4h 45m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection94%The first flight arrived more than 65 minutes late on 6% of the days it flew: too late for the 45-minute minimum connection on a 1h 50m layover.
Arrives on time55%First flight not cancelled (0.0% are) × connection made (94%) × second flight not cancelled (2.9% are) and within 15 minutes (61%).
Total trip4h 45mPNS 11:55 to MDW 16:40, 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.