AA 1007 then UA 3628 at O'Hare
Charlotte Amalie → Chicago → Indianapolis
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
18:29UA 3628 to Indianapolis leaves the gate
22 h 29 apart on the timetable, overnight
UA 3628 leaves 22 h 29 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.