AA 9909 then CI 5225 at O'Hare
Waterloo → Chicago → Anchorage
Timetable, Chicago time
17:10AA 9909 from Waterloo at the gate
14:25CI 5225 to Anchorage leaves the gate
21 h 15 apart on the timetable, overnight
CI 5225 leaves 21 h 15 after AA 9909 arrives on the timetable: more than half a day, so not a connection we count.