DL 2305 then AA 3589 at DFW
Boston → Dallas-Fort Worth → Laredo
Timetable, Dallas-Fort Worth time
23:03DL 2305 from Boston at the gate
22:30AA 3589 to Laredo leaves the gate
23 h 27 apart on the timetable, overnight
AA 3589 leaves 23 h 27 after DL 2305 arrives on the timetable: more than half a day, so not a connection we count.