CA 1055 then UA 2827 at O'Hare
Anchorage → Chicago → Tampa
Timetable, Chicago time
22:20CA 1055 from Anchorage at the gate
20:05UA 2827 to Tampa leaves the gate
21 h 45 apart on the timetable, overnight
UA 2827 leaves 21 h 45 after CA 1055 arrives on the timetable: more than half a day, so not a connection we count.