DL 5727 then DL 5665 at Boston
New York LaGuardia → Boston → Richmond
Timetable, Boston time
16:22DL 5727 from New York LaGuardia at the gate
15:20DL 5665 to Richmond leaves the gate
22 h 58 apart on the timetable, overnight
DL 5665 leaves 22 h 58 after DL 5727 arrives on the timetable: more than half a day, so not a connection we count.