AA 9928 then UA 4447 at O'Hare
New York LaGuardia → Chicago → Sioux Falls
Timetable, Chicago time
06:45AA 9928 from New York LaGuardia at the gate
21:30UA 4447 to Sioux Falls leaves the gate
14 h 45 apart on the timetable
UA 4447 leaves 14 h 45 after AA 9928 arrives on the timetable: more than half a day, so not a connection we count.