AA 1007 then UA 1842 at O'Hare
Charlotte Amalie → Chicago → Sioux Falls
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
19:45UA 1842 to Sioux Falls leaves the gate
23 h 45 apart on the timetable, overnight
UA 1842 leaves 23 h 45 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.