WN 725 then WN 3388 at Phoenix
Chicago Midway → Phoenix → Milwaukee
Timetable, Phoenix time
11:00WN 725 from Chicago Midway at the gate
09:55WN 3388 to Milwaukee leaves the gate
22 h 55 apart on the timetable, overnight
WN 3388 leaves 22 h 55 after WN 725 arrives on the timetable: more than half a day, so not a connection we count.