DL 2646 then B6 381 at Boston
Chicago O'Hare → Boston → Richmond
Timetable, Boston time
23:08DL 2646 from Chicago O'Hare at the gate
21:29B6 381 to Richmond leaves the gate
22 h 21 apart on the timetable, overnight
B6 381 leaves 22 h 21 after DL 2646 arrives on the timetable: more than half a day, so not a connection we count.