AA 1007 then UA 1658 at O'Hare
Charlotte Amalie → Chicago → Houston
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
14:22UA 1658 to Houston leaves the gate
18 h 22 apart on the timetable, overnight
UA 1658 leaves 18 h 22 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.