AA 5390 then AA 1689 at Charlotte
Lexington → Charlotte → Sarasota
Timetable, Charlotte time
09:22AA 5390 from Lexington at the gate
08:20AA 1689 to Sarasota leaves the gate
22 h 58 apart on the timetable, overnight
AA 1689 leaves 22 h 58 after AA 5390 arrives on the timetable: more than half a day, so not a connection we count.