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

Pittsburgh → Chicago via Orlando: arrives on time 76%

  1. 05:10 PIT → 07:30 MCO
    WN 3374 · Southwest · 2h 15m · 96% on time, 0.0% cancelled
  2. 1h 40m layover in Orlando (MCO) · 45 min minimum on one ticket
  3. 09:10 MCO → 10:55 MDW
    WN 4037 · Southwest · 2h 45m · 80% on time, 3.8% cancelled

Total trip 6h 45m, scheduled departure to arrival (Chicago is 1 h behind Pittsburgh). Times are local. Both flew on 24 of the last 56 days.

Makes the connection98%The first flight arrived more than 55 minutes late on 2% of the days it flew: too late for the 45-minute minimum connection on a 1h 40m layover.
Arrives on time76%First flight not cancelled (0.0% are) × connection made (98%) × second flight not cancelled (3.8% are) and within 15 minutes (80%).
Total trip6h 45mPIT 05:10 to MDW 10:55, 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.