DL 5614 then DL 5657 at Boston
Milwaukee → Boston → Jacksonville
Timetable, Boston time
17:53DL 5614 from Milwaukee at the gate
15:50DL 5657 to Jacksonville leaves the gate
21 h 57 apart on the timetable, overnight
DL 5657 leaves 21 h 57 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.