DL 5614 then DL 2772 at Boston
Milwaukee → Boston → Raleigh-Durham
Timetable, Boston time
17:53DL 5614 from Milwaukee at the gate
17:16DL 2772 to Raleigh-Durham leaves the gate
23 h 23 apart on the timetable, overnight
DL 2772 leaves 23 h 23 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.