ET 3608 then OO 301 at O'Hare
Anchorage → Chicago → Milwaukee
Timetable, Chicago time
07:16ET 3608 from Anchorage at the gate
20:19OO 301 to Milwaukee leaves the gate
13 h 03 apart on the timetable
OO 301 leaves 13 h 03 after ET 3608 arrives on the timetable: more than half a day, so not a connection we count.