AA 1007 then UA 4394 at O'Hare
Charlotte Amalie → Chicago → Roanoke
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
17:55UA 4394 to Roanoke leaves the gate
21 h 55 apart on the timetable, overnight
UA 4394 leaves 21 h 55 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.