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

Pensacola → Dallas via Chicago: arrives on time 50%

  1. 10:40 PNS → 12:55 MDW
    WN 2866 · Southwest · 2h 15m · 96% on time, 0.0% cancelled
  2. 3h 25m layover in Chicago (MDW) · 45 min minimum on one ticket
  3. 16:20 MDW → 18:35 DAL
    WN 2758 · Southwest · 2h 15m · 52% on time, 4.8% cancelled

Total trip 7h 55m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection100%The first flight arrived more than 160 minutes late on 0% of the days it flew: too late for the 45-minute minimum connection on a 3h 25m layover.
Arrives on time50%First flight not cancelled (0.0% are) × connection made (100%) × second flight not cancelled (4.8% are) and within 15 minutes (52%).
Total trip7h 55mPNS 10:40 to DAL 18:35, 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.