DL 5641 then DL 5814 at Boston
Cleveland → Boston → New York JFK
Timetable, Boston time
19:35DL 5641 from Cleveland at the gate
17:05DL 5814 to New York JFK leaves the gate
21 h 30 apart on the timetable, overnight
DL 5814 leaves 21 h 30 after DL 5641 arrives on the timetable: more than half a day, so not a connection we count.