AA 9908 then CI 5239 at O'Hare
Milwaukee → Chicago → Anchorage
Timetable, Chicago time
08:20AA 9908 from Milwaukee at the gate
16:50CI 5239 to Anchorage leaves the gate
8 h 30 apart on the timetable
The last days
AA 9908 and CI 5239 weren’t both flown 15 min to 12 h apart in the last 21 days.
Statistics from past flights, not live flight information. Always check times and your connection with your airline, and don’t base travel or booking decisions on these numbers.