UA 6104 then AA 2256 at O'Hare
YIP → Chicago → Punta Cana
Timetable, Chicago time
20:00UA 6104 from YIP at the gate
08:14AA 2256 to Punta Cana leaves the gate
12 h 14 apart on the timetable, overnight
AA 2256 leaves 12 h 14 after UA 6104 arrives on the timetable: more than half a day, so not a connection we count.