DL 5614 then B6 1785 at Boston
Milwaukee → Boston → Pittsburgh
Timetable, Boston time
17:53DL 5614 from Milwaukee at the gate
15:24B6 1785 to Pittsburgh leaves the gate
21 h 31 apart on the timetable, overnight
B6 1785 leaves 21 h 31 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.