| Caversham | | 2000 | | Extra Preliminary Round | 10-09-2000 | | Caversham | Woodbridge Town | 9-3 | | Preliminary Round | 24-09-2000 | | Caversham | Launton | 5-2 | | First Round | 29-10-2000 | | Enfield | Caversham | 4-0 | | 2001 | | Second Qualifying Round | 30-09-2001 | | Thatcham Town | Caversham | 1-12 | | First Round | 28-10-2001 | | Caversham | Hampton | 0-1 | | 2002 | | First Qualifying Round | 08-09-2002 | | Woodbridge Town | Caversham | 2-1 | | 2003 | | First Qualifying Round | 07-09-2003 | | Chelmsford City | Caversham | 5-6 | | Second Qualifying Round | 28-09-2003 | | Caversham | Woodbridge Town | 2-1 | | First Round | 26-10-2003 | | Caversham | Whitehawk | 0-3 | | Henley Town | | 2004 | | First Qualifying Round | 05-09-2004 | | Redbridge | Henley Town | O-W | | Second Qualifying Round | 26-09-2004 | | Henley Town | Billericay Town | 7-2 | | First Round | 24-10-2004 | | Oxford City | Henley Town | W/O | |
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| 2005 | | First Qualifying Round | 11-09-2005 | | Henley Town | UKP | 6-5 | | Second Qualifying Round | 25-09-2005 | | Henley Town | Dynamo North London | 0-1 | |
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| 2007 | | First Qualifying Round | 16-09-2007 | | Henley Town | Woodley Saints | 3-0 | | Second Qualifying Round | 30-09-2007 | | Oxford City | Henley Town | 4-0 | | 2008 | | First Qualifying Round | 28-09-2008 | | Chippenham Town | Henley Town | 1-0 | | 2010 | | First Qualifying Round | 10-10-2010 | | Henley Town | Maidenhead United | 0-2 | | 2011 | | First Qualifying Round | 02-10-2011 | | Colne Valley | Henley Town | W/O | |
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