DL 5619 then AA 4464 at Boston
Milwaukee → Boston → New York LaGuardia
Timetable, Boston time
22:02DL 5619 from Milwaukee at the gate
19:29AA 4464 to New York LaGuardia leaves the gate
21 h 27 apart on the timetable, overnight
AA 4464 leaves 21 h 27 after DL 5619 arrives on the timetable: more than half a day, so not a connection we count.