AA 1007 then UA 1314 at O'Hare
Charlotte Amalie → Chicago → Washington National
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
14:03UA 1314 to Washington National leaves the gate
18 h 03 apart on the timetable, overnight
UA 1314 leaves 18 h 03 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.