AA 4355 then WN 2631 at Detroit
New York LaGuardia → Detroit → Chicago Midway
Timetable, Detroit time
09:01AA 4355 from New York LaGuardia at the gate
13:30WN 2631 to Chicago Midway leaves the gate
4 h 29 apart on the timetable
The last days
AA 4355 and WN 2631 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.