UA 278 then BR 665 at Atlanta
Chicago O'Hare → Atlanta → Anchorage
Timetable, Atlanta time
23:15UA 278 from Chicago O'Hare at the gate
18:45BR 665 to Anchorage leaves the gate
19 h 30 apart on the timetable, overnight
BR 665 leaves 19 h 30 after UA 278 arrives on the timetable: more than half a day, so not a connection we count.