UA 3911 then AA 2256 at O'Hare
Orlando → Chicago → Punta Cana
Timetable, Chicago time
09:07UA 3911 from Orlando at the gate
08:14AA 2256 to Punta Cana leaves the gate
23 h 07 apart on the timetable, overnight
AA 2256 leaves 23 h 07 after UA 3911 arrives on the timetable: more than half a day, so not a connection we count.