AA 1225 then AA 866 at Boston
Miami (MIA) → Boston → Chicago O'Hare
Timetable, Boston time
14:10AA 1225 from Miami (MIA) at the gate
13:30AA 866 to Chicago O'Hare leaves the gate
23 h 20 apart on the timetable, overnight
AA 866 leaves 23 h 20 after AA 1225 arrives on the timetable: more than half a day, so not a connection we count.