DL 5680 then DL 2804 at Boston
Pittsburgh → Boston → Chicago O'Hare
Timetable, Boston time
20:47DL 5680 from Pittsburgh at the gate
20:40DL 2804 to Chicago O'Hare leaves the gate
23 h 53 apart on the timetable, overnight
DL 2804 leaves 23 h 53 after DL 5680 arrives on the timetable: more than half a day, so not a connection we count.