DL 5614 then B6 551 at Boston
Milwaukee → Boston → Orlando
Timetable, Boston time
17:53DL 5614 from Milwaukee at the gate
17:29B6 551 to Orlando leaves the gate
23 h 36 apart on the timetable, overnight
B6 551 leaves 23 h 36 after DL 5614 arrives on the timetable: more than half a day, so not a connection we count.