AA 1409 then DL 5630 at Charlotte
Chicago O'Hare → Charlotte → Boston
Timetable, Charlotte time
16:27AA 1409 from Chicago O'Hare at the gate
14:37DL 5630 to Boston leaves the gate
22 h 10 apart on the timetable, overnight
DL 5630 leaves 22 h 10 after AA 1409 arrives on the timetable: more than half a day, so not a connection we count.