AA 1007 then UA 4400 at O'Hare
Charlotte Amalie → Chicago → Columbia Metropolitan
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
17:45UA 4400 to Columbia Metropolitan leaves the gate
21 h 45 apart on the timetable, overnight
UA 4400 leaves 21 h 45 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.