AA 1007 then UA 5411 at O'Hare
Charlotte Amalie → Chicago → Louisville
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
11:04UA 5411 to Louisville leaves the gate
15 h 04 apart on the timetable, overnight
UA 5411 leaves 15 h 04 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.