DL 1716 then SY 8288 at O'Hare
Detroit → Chicago → Milwaukee
Timetable, Chicago time
13:59DL 1716 from Detroit at the gate
13:25SY 8288 to Milwaukee leaves the gate
23 h 26 apart on the timetable, overnight
SY 8288 leaves 23 h 26 after DL 1716 arrives on the timetable: more than half a day, so not a connection we count.