DL 5641 then UA 563 at Boston
Cleveland → Boston → Chicago O'Hare
Timetable, Boston time
20:00DL 5641 from Cleveland at the gate
16:56UA 563 to Chicago O'Hare leaves the gate
20 h 56 apart on the timetable, overnight
UA 563 leaves 20 h 56 after DL 5641 arrives on the timetable: more than half a day, so not a connection we count.