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

Chicago → Pensacola via Austin: arrives on time 66%

  1. 09:48 MDW → 12:22 AUS
    WN 2727 · Southwest · 2h 35m · 84% on time, 2.0% cancelled
  2. 1h 33m layover in Austin (AUS) · 45 min minimum on one ticket
  3. 13:55 AUS → 15:45 PNS
    WN 931 · Southwest · 1h 50m · 68% on time, 0.0% cancelled

Total trip 5h 57m, scheduled departure to arrival. Times are local. Both flew on 32 of the last 56 days.

Makes the connection99%The first flight arrived more than 48 minutes late on 1% of the days it flew: too late for the 45-minute minimum connection on a 1h 33m layover.
Arrives on time66%First flight not cancelled (2.0% are) × connection made (99%) × second flight not cancelled (0.0% are) and within 15 minutes (68%).
Total trip5h 57mMDW 09:48 to PNS 15:45, 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.