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

Chicago → Miami via St Louis: arrives on time 85%

  1. 07:50 MDW → 09:10 STL
    WN 2900 · Southwest · 1h 20m · 95% on time, 0.0% cancelled
  2. 1h 50m layover in St Louis (STL) · 90 min minimum on separate tickets
  3. 11:00 STL → 14:46 MIA
    AA 3954 · American, flown by Envoy · 2h 46m · 90% on time, 0.0% cancelled

Total trip 5h 56m, scheduled departure to arrival (Miami is 1 h ahead of Chicago). Times are local. Both flew on 36 of the last 56 days.

Makes the connection95%The first flight arrived more than 20 minutes late on 5% of the days it flew: too late for the 90-minute minimum connection on a 1h 50m layover.
Arrives on time85%First flight not cancelled (0.0% are) × connection made (95%) × second flight not cancelled (0.0% are) and within 15 minutes (90%).
Total trip5h 56mMDW 07:50 to MIA 14:46, 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.