UA 5195 then AA 492 at O'Hare
Macon → Chicago → Cancún
Timetable, Chicago time
14:30UA 5195 from Macon at the gate
10:05AA 492 to Cancún leaves the gate
19 h 35 apart on the timetable, overnight
AA 492 leaves 19 h 35 after UA 5195 arrives on the timetable: more than half a day, so not a connection we count.