AA 4103 then 1I 501 at O'Hare
Detroit → Chicago → Milwaukee
Timetable, Chicago time
11:00AA 4103 from Detroit at the gate
16:301I 501 to Milwaukee leaves the gate
5 h 30 apart on the timetable
The last days
AA 4103 and 1I 501 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.