UA 3758 then AA 5004 at O'Hare
Milwaukee → Chicago → Detroit
Timetable, Chicago time
18:20UA 3758 from Milwaukee at the gate
19:00AA 5004 to Detroit leaves the gate
40 min apart on the timetable
The last days
UA 3758 and AA 5004 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.