| Shrewsbury Town | | 1996 | | First Round | 29-09-1996 | | Haverhill Rovers | Shrewsbury Town | 2-3 | | Second Round | 03-11-1996 | | Stourport Swifts | Shrewsbury Town | 3-1 | | 1997 | | First Round | 28-09-1997 | | Shrewsbury Town | Nettleham | 3-1 | | Second Round | 02-11-1997 | | Bloxwich Town | Shrewsbury Town | 3-1 | | 1998 | | First Round | 27-09-1998 | | Shrewsbury Town | Worksop Town | 2-1 | | Second Round | 01-11-1998 | | Mansfield Town | Shrewsbury Town | 1-1 | | Second Round | 08-11-1998 | | Shrewsbury Town | Mansfield Town | 1-2 | |
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| 1999 | | First Round | 10-10-1999 | | Shrewsbury Town | Leicester City | 4-4 | | Second Round | 07-11-1999 | | Shrewsbury Town | Stockport County | 1-3 | |
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| 2000 | | First Round | 29-10-2000 | | Shrewsbury Town | Lincoln City | 3-2 | | Second Round | 19-11-2000 | | Shrewsbury Town | Derby County | 1-4 | | 2001 | | First Round | 28-10-2001 | | Shrewsbury Town | Chesterfield | 1-4 | | 2002 | | First Round | 03-11-2002 | | Shrewsbury Town | Great Wyrley | 10-1 | | Second Round | 10-11-2002 | | Rushden & Diamonds | Shrewsbury Town | 5-2 | | 2003 | | First Round | 26-10-2003 | | Shrewsbury Town | Garswood Saints | 1-2 | | 2004 | | First Round | 31-10-2004 | | Shrewsbury Town | Leicester City Ladies | 0-5 | | 2005 | | First Round | 23-10-2005 | | Chesterfield | Shrewsbury Town | 2-1 | | 2006 | | Preliminary Round | 10-09-2006 | | AFC Telford United | Shrewsbury Town | 0-2 | | 1st Qualifying Round | 24-09-2006 | | Stoke City | Shrewsbury Town | 3-1 |
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