AA 1831 then AA 5599 at Charlotte
Key West → Charlotte → Springfield
Timetable, Charlotte time
16:14AA 1831 from Key West at the gate
15:36AA 5599 to Springfield leaves the gate
23 h 22 apart on the timetable, overnight
AA 5599 leaves 23 h 22 after AA 1831 arrives on the timetable: more than half a day, so not a connection we count.