AA 1007 then UA 4448 at O'Hare
Charlotte Amalie → Chicago → Roanoke
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
14:10UA 4448 to Roanoke leaves the gate
18 h 10 apart on the timetable, overnight
UA 4448 leaves 18 h 10 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.