AA 9909 then AA 4914 at O'Hare
Waterloo → Chicago → Aspen
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
10:00AA 4914 to Aspen leaves the gate
16 h 50 apart on the timetable, overnight
AA 4914 leaves 16 h 50 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.