AA 1007 then UA 1156 at O'Hare
Charlotte Amalie → Chicago → Cleveland
Timetable, Chicago time
20:00AA 1007 from Charlotte Amalie at the gate
19:49UA 1156 to Cleveland leaves the gate
23 h 49 apart on the timetable, overnight
UA 1156 leaves 23 h 49 after AA 1007 arrives on the timetable: more than half a day, so not a connection we count.