AA 5374 then DL 5630 at Charlotte
Pensacola → Charlotte → Boston
Timetable, Charlotte time
15:35AA 5374 from Pensacola at the gate
14:37DL 5630 to Boston leaves the gate
23 h 02 apart on the timetable, overnight
DL 5630 leaves 23 h 02 after AA 5374 arrives on the timetable: more than half a day, so not a connection we count.