DL 1014 then DL 5209 at Detroit
New York LaGuardia → Detroit → Indianapolis
Timetable, Detroit time
23:01DL 1014 from New York LaGuardia at the gate
22:50DL 5209 to Indianapolis leaves the gate
23 h 49 apart on the timetable, overnight
DL 5209 leaves 23 h 49 after DL 1014 arrives on the timetable: more than half a day, so not a connection we count.