| Kirklees | | 1995 | | First Round | 17-09-1995 | | Kirklees | Barnsley | 4-4 | | First Round | 24-09-1995 | | Barnsley | Kirklees | 1-0 | |
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| 1996 | | First Round | 29-09-1996 | | Kirklees | Leeds United | 1-3 | | 1997 | | First Round | 28-09-1997 | | Warrington Grange | Kirklees | 6-0 | | 1998 | | First Round | 27-09-1998 | | Doncaster Rovers | Kirklees | 7-0 | | 1999 | | Extra Preliminary Round | 12-09-1999 | | Kirklees | Stockport County | 0-8 | | 2002 | | 1st Qualifying Round | 08-09-2002 | | Kirklees | Thorpe United | 0-4 | | 2003 | | 1st Qualifying Round | 07-09-2003 | | Kirklees | Chester Le Street Town | 0-13 | | 2004 | | 1st Qualifying Round | 05-09-2004 | | Kirklees | Hopwood | 2-1 | | 2nd Qualifying Round | 26-09-2004 | | Kirklees | South Durham Royals | 0-1 | | 2005 | | 1st Qualifying Round | 11-09-2005 | | York City | Kirklees | 11-0 | | 2007 | | 1st Qualifying Round | 16-09-2007 | | Kirklees | Pudsey Juniors | W/O | |
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