AA 1413 then UA 4606 at O'Hare
New York LaGuardia → Chicago → Richmond
Timetable, Chicago time
08:00AA 1413 from New York LaGuardia at the gate
07:30UA 4606 to Richmond leaves the gate
23 h 30 apart on the timetable, overnight
UA 4606 leaves 23 h 30 after AA 1413 arrives on the timetable: more than half a day, so not a connection we count.