AA 9909 then UA 2290 at O'Hare
Waterloo → Chicago → Dallas-Fort Worth
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
13:30UA 2290 to Dallas-Fort Worth leaves the gate
20 h 20 apart on the timetable, overnight
UA 2290 leaves 20 h 20 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.