DL 5619 then B6 251 at Boston
Milwaukee → Boston → Orlando
Timetable, Boston time
22:02DL 5619 from Milwaukee at the gate
19:35B6 251 to Orlando leaves the gate
21 h 33 apart on the timetable, overnight
B6 251 leaves 21 h 33 after DL 5619 arrives on the timetable: more than half a day, so not a connection we count.