DL 5627 then DL 5665 at Boston
Indianapolis → Boston → Richmond
Timetable, Boston time
15:59DL 5627 from Indianapolis at the gate
15:23DL 5665 to Richmond leaves the gate
23 h 24 apart on the timetable, overnight
DL 5665 leaves 23 h 24 after DL 5627 arrives on the timetable: more than half a day, so not a connection we count.