WN 385 then WN 3388 at Phoenix
Chicago Midway → Phoenix → Milwaukee
Timetable, Phoenix time
12:45WN 385 from Chicago Midway at the gate
09:55WN 3388 to Milwaukee leaves the gate
21 h 10 apart on the timetable, overnight
WN 3388 leaves 21 h 10 after WN 385 arrives on the timetable: more than half a day, so not a connection we count.