tailodds FORECAST
Connection · two tickets · schedule Jun 6 – Jul 31, 2026 · records Aug 2025 – Jul 2026

Pensacola → Chicago via Charlotte: arrives on time 90%

  1. 05:22 PNS → 08:18 CLT
    AA 5548 · American, flown by PSA · 1h 56m · 92% on time, 3.3% cancelled
  2. 3h 17m layover in Charlotte (CLT) · 90 min minimum on separate tickets
  3. 11:35 CLT → 12:35 MDW
    WN 4529 · Southwest · 2h 00m · 96% on time, 0.0% cancelled

Total trip 7h 13m, scheduled departure to arrival. Times are local. Both flew on 24 of the last 56 days.

Makes the connection97%The first flight arrived more than 107 minutes late on 3% of the days it flew: too late for the 90-minute minimum connection on a 3h 17m layover.
Arrives on time90%First flight not cancelled (3.3% are) × connection made (97%) × second flight not cancelled (0.0% are) and within 15 minutes (96%).
Total trip7h 13mPNS 05:22 to MDW 12:35, 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.