AA 2074 then DL 5665 at Boston
Chicago O'Hare → Boston → Richmond
Timetable, Boston time
17:08AA 2074 from Chicago O'Hare at the gate
15:35DL 5665 to Richmond leaves the gate
22 h 27 apart on the timetable, overnight
DL 5665 leaves 22 h 27 after AA 2074 arrives on the timetable: more than half a day, so not a connection we count.