DL 5256 then WN 2631 at Detroit
Toronto → Detroit → Chicago Midway
Timetable, Detroit time
13:35DL 5256 from Toronto at the gate
13:30WN 2631 to Chicago Midway leaves the gate
23 h 55 apart on the timetable, overnight
WN 2631 leaves 23 h 55 after DL 5256 arrives on the timetable: more than half a day, so not a connection we count.