DL 5680 then AA 4464 at Boston
Pittsburgh → Boston → New York LaGuardia
Timetable, Boston time
21:00DL 5680 from Pittsburgh at the gate
19:29AA 4464 to New York LaGuardia leaves the gate
22 h 29 apart on the timetable, overnight
AA 4464 leaves 22 h 29 after DL 5680 arrives on the timetable: more than half a day, so not a connection we count.