DL 5619 then B6 9003 at Boston
Milwaukee → Boston → New York JFK
Timetable, Boston time
22:02DL 5619 from Milwaukee at the gate
20:25B6 9003 to New York JFK leaves the gate
22 h 23 apart on the timetable, overnight
B6 9003 leaves 22 h 23 after DL 5619 arrives on the timetable: more than half a day, so not a connection we count.