AA 5586 then AA 2509 at Charlotte
Sarasota → Charlotte → Chicago O'Hare
Timetable, Charlotte time
15:17AA 5586 from Sarasota at the gate
14:54AA 2509 to Chicago O'Hare leaves the gate
23 h 37 apart on the timetable, overnight
AA 2509 leaves 23 h 37 after AA 5586 arrives on the timetable: more than half a day, so not a connection we count.