AA 5585 then AA 1757 at Charlotte
Louisville → Charlotte → Milwaukee
Timetable, Charlotte time
19:21AA 5585 from Louisville at the gate
16:38AA 1757 to Milwaukee leaves the gate
21 h 17 apart on the timetable, overnight
AA 1757 leaves 21 h 17 after AA 5585 arrives on the timetable: more than half a day, so not a connection we count.