DL 5641 then DL 2804 at Boston
Cleveland → Boston → Chicago O'Hare
Timetable, Boston time
20:00DL 5641 from Cleveland at the gate
19:40DL 2804 to Chicago O'Hare leaves the gate
23 h 40 apart on the timetable, overnight
DL 2804 leaves 23 h 40 after DL 5641 arrives on the timetable: more than half a day, so not a connection we count.