DL 5653 then AA 2461 at Boston
Columbus (Ohio) → Boston → Chicago O'Hare
Timetable, Boston time
19:42DL 5653 from Columbus (Ohio) at the gate
17:58AA 2461 to Chicago O'Hare leaves the gate
22 h 16 apart on the timetable, overnight
AA 2461 leaves 22 h 16 after DL 5653 arrives on the timetable: more than half a day, so not a connection we count.