AA 3524 then UA 1862 at O'Hare
Toronto Pearson → Chicago → Punta Cana
Timetable, Chicago time
08:39AA 3524 from Toronto Pearson at the gate
07:38UA 1862 to Punta Cana leaves the gate
22 h 59 apart on the timetable, overnight
UA 1862 leaves 22 h 59 after AA 3524 arrives on the timetable: more than half a day, so not a connection we count.