AA 1007 then UA 5414 at O'Hare
Charlotte Amalie → Chicago → Memphis
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
12:40UA 5414 to Memphis leaves the gate
16 h 40 apart on the timetable, overnight
UA 5414 leaves 16 h 40 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.