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

Pensacola → Chicago via Kansas City: arrives on time 62%

  1. 14:10 PNS → 16:15 MCI
    WN 4795 · Southwest · 2h 05m · 67% on time, 0.0% cancelled
  2. 3h 40m layover in Kansas City (MCI) · 45 min minimum on one ticket
  3. 19:55 MCI → 21:20 MDW
    WN 345 · Southwest · 1h 25m · 65% on time, 2.4% cancelled

Total trip 7h 10m, scheduled departure to arrival. Times are local. Both flew on 40 of the last 56 days.

Makes the connection98%The first flight arrived more than 175 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 3h 40m layover.
Arrives on time62%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (2.4% are) and within 15 minutes (65%).
Total trip7h 10mPNS 14:10 to MDW 21:20, 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.