DL 5604 then UA 3775 at Boston
Memphis → Boston → Chicago O'Hare
Timetable, Boston time
13:38DL 5604 from Memphis at the gate
12:30UA 3775 to Chicago O'Hare leaves the gate
22 h 52 apart on the timetable, overnight
UA 3775 leaves 22 h 52 after DL 5604 arrives on the timetable: more than half a day, so not a connection we count.