UA 1775 then K4 996 at O'Hare
Washington → Chicago → Anchorage
Timetable, Chicago time
09:45UA 1775 from Washington at the gate
04:15K4 996 to Anchorage leaves the gate
18 h 30 apart on the timetable, overnight
K4 996 leaves 18 h 30 after UA 1775 arrives on the timetable: more than half a day, so not a connection we count.