BR 658 then UA 3637 at Toronto Pearson
Chicago O'Hare → Toronto → Washington
Timetable, Toronto time
16:35BR 658 from Chicago O'Hare at the gate
14:45UA 3637 to Washington leaves the gate
22 h 10 apart on the timetable, overnight
UA 3637 leaves 22 h 10 after BR 658 arrives on the timetable: more than half a day, so not a connection we count.