AA 1444 then AA 3309 at Charlotte
New York JFK → Charlotte → Milwaukee
Timetable, Charlotte time
10:08AA 1444 from New York JFK at the gate
08:55AA 3309 to Milwaukee leaves the gate
22 h 47 apart on the timetable, overnight
AA 3309 leaves 22 h 47 after AA 1444 arrives on the timetable: more than half a day, so not a connection we count.