Primera ronda | 10.08.1999 | Stockport County | - | Oldham Athletic | 2:0 | ||||
Primera ronda | 24.08.1999 | Oldham Athletic | - | Stockport County | 1:1 | ||||
Segunda ronda | 14.09.1999 | Barnsley FC | - | Stockport County | 1:1 | ||||
Segunda ronda | 21.09.1999 | Stockport County | - | Barnsley FC | 3:3 pró. |