DL 2804 then AA 5048 at O'Hare
Boston → Chicago → Cleveland
Timetable, Chicago time
22:36DL 2804 from Boston at the gate
22:00AA 5048 to Cleveland leaves the gate
23 h 24 apart on the timetable, overnight
AA 5048 leaves 23 h 24 after DL 2804 arrives on the timetable: more than half a day, so not a connection we count.