DL 2804 then AA 688 at O'Hare
Boston → Chicago → Indianapolis
Timetable, Chicago time
22:36DL 2804 from Boston at the gate
22:15AA 688 to Indianapolis leaves the gate
23 h 39 apart on the timetable, overnight
AA 688 leaves 23 h 39 after DL 2804 arrives on the timetable: more than half a day, so not a connection we count.