AA 1007 then UA 1420 at O'Hare
Charlotte Amalie → Chicago → Indianapolis
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
14:12UA 1420 to Indianapolis leaves the gate
18 h 12 apart on the timetable, overnight
UA 1420 leaves 18 h 12 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.