DL 5614 then DL 776 at Boston
Milwaukee → Boston → Miami
Timetable, Boston time
17:53DL 5614 from Milwaukee at the gate
15:55DL 776 to Miami leaves the gate
22 h 02 apart on the timetable, overnight
DL 776 leaves 22 h 02 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.