DL 5614 then DL 5655 at Boston
Milwaukee → Boston → Cleveland
Timetable, Boston time
16:32DL 5614 from Milwaukee at the gate
16:15DL 5655 to Cleveland leaves the gate
23 h 43 apart on the timetable, overnight
DL 5655 leaves 23 h 43 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.