AA 1007 then UA 3645 at O'Hare
Charlotte Amalie → Chicago → Kansas City
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
12:40UA 3645 to Kansas City leaves the gate
16 h 40 apart on the timetable, overnight
UA 3645 leaves 16 h 40 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.