DL 5619 then DL 5716 at Boston
Milwaukee → Boston → New York LaGuardia
Timetable, Boston time
22:02DL 5619 from Milwaukee at the gate
18:59DL 5716 to New York LaGuardia leaves the gate
20 h 57 apart on the timetable, overnight
DL 5716 leaves 20 h 57 after DL 5619 arrives on the timetable: more than half a day, so not a connection we count.