AA 1606 then AA 3268 at Charlotte
Chicago O'Hare → Charlotte → Punta Cana
Timetable, Charlotte time
08:25AA 1606 from Chicago O'Hare at the gate
07:10AA 3268 to Punta Cana leaves the gate
22 h 45 apart on the timetable, overnight
AA 3268 leaves 22 h 45 after AA 1606 arrives on the timetable: more than half a day, so not a connection we count.