AA 9950 then UA 4447 at O'Hare
Charlotte → Chicago → Sioux Falls
Timetable, Chicago time
08:30AA 9950 from Charlotte at the gate
21:30UA 4447 to Sioux Falls leaves the gate
13 h apart on the timetable
UA 4447 leaves 13 h after AA 9950 arrives on the timetable: more than half a day, so not a connection we count.