AA 5586 then AA 506 at Charlotte
Sarasota → Charlotte → Chicago O'Hare
Timetable, Charlotte time
16:57AA 5586 from Sarasota at the gate
13:09AA 506 to Chicago O'Hare leaves the gate
20 h 12 apart on the timetable, overnight
AA 506 leaves 20 h 12 after AA 5586 arrives on the timetable: more than half a day, so not a connection we count.