DL 5033 then AA 6325 at Detroit
Madison → Detroit → Chicago O'Hare
Timetable, Detroit time
20:22DL 5033 from Madison at the gate
00:30AA 6325 to Chicago O'Hare leaves the gate
4 h 08 apart on the timetable, overnight
The last days
DL 5033 and AA 6325 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.