DL 5619 then AA 1779 at Boston
Milwaukee → Boston → Washington National
Timetable, Boston time
22:02DL 5619 from Milwaukee at the gate
19:58AA 1779 to Washington National leaves the gate
21 h 56 apart on the timetable, overnight
AA 1779 leaves 21 h 56 after DL 5619 arrives on the timetable: more than half a day, so not a connection we count.