UA 2053 then BR 643 at O'Hare
Newark → Chicago → Anchorage
Timetable, Chicago time
15:13UA 2053 from Newark at the gate
14:50BR 643 to Anchorage leaves the gate
23 h 37 apart on the timetable, overnight
BR 643 leaves 23 h 37 after UA 2053 arrives on the timetable: more than half a day, so not a connection we count.