AA 5495 then AA 3309 at Charlotte
Akron → Charlotte → Milwaukee
Timetable, Charlotte time
13:06AA 5495 from Akron at the gate
10:40AA 3309 to Milwaukee leaves the gate
21 h 34 apart on the timetable, overnight
AA 3309 leaves 21 h 34 after AA 5495 arrives on the timetable: more than half a day, so not a connection we count.