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

Sarasota/Bradenton → Chicago via Charlotte: arrives on time 92%

  1. 06:21 SRQ → 08:15 CLT
    AA 2264 · American · 1h 54m · 92% on time, 1.0% cancelled
  2. 3h 20m 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 14m, scheduled departure to arrival (Chicago is 1 h behind Sarasota/Bradenton). Times are local. Both flew on 24 of the last 56 days.

Makes the connection97%The first flight arrived more than 110 minutes late on 3% of the days it flew: too late for the 90-minute minimum connection on a 3h 20m layover.
Arrives on time92%First flight not cancelled (1.0% are) × connection made (97%) × second flight not cancelled (0.0% are) and within 15 minutes (96%).
Total trip7h 14mSRQ 06:21 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.