AA 1007 then UA 5624 at O'Hare
Charlotte Amalie → Chicago → Lexington
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
17:55UA 5624 to Lexington leaves the gate
21 h 55 apart on the timetable, overnight
UA 5624 leaves 21 h 55 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.