FA Cup 2008/09, Extra Preliminary Round |
 | 16.08.2008 | | Tring Athletic | – | Berkhamsted Town | | 5:3 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Aveley | – | Berkhamsted Town | | 2:1 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Berkhamsted Town | – | AFC Sudbury | | 2:6 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Farnborough Town | – | Berkhamsted Town | | 3:0 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Berkhamsted Town | – | Barton Rovers | | 3:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Berkhamsted Town | – | Newmarket Town | | 2:0 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Aveley | – | Berkhamsted Town | | 2:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Rothwell Town | – | Berkhamsted Town | | 2:3 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Berkhamsted Town | – | AFC Sudbury | | 0:9 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Great Yarmouth Town | – | Berkhamsted Town | | 0:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Berkhamsted Town | – | Banbury United | | 1:4 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Banbury United | – | Berkhamsted Town | | 1:1 |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Burton Albion | – | Berkhamsted Town | | 2:1 (2:0) |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Hoddesdon Town | – | Berkhamsted Town | | 0:2 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Berkhamsted Town | – | Brook House | | 3:2 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Long Buckby | – | Berkhamsted Town | | 0:9 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Uxbridge | – | Berkhamsted Town | | 3:2 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Barking | – | Berkhamsted Town | | 2:3 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Berkhamsted Town | – | Hornchurch | | 4:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Bishop's Stortford | – | Berkhamsted Town | | 3:3,
pen. 4:2 * |
| |
FA Cup 1999/00, Preliminary Round |
| | | Berkhamsted Town | – | Bishop's Stortford | | 2:2 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Langney Sports | – | Berkhamsted Town | | 0:0,
pen. 4:3 * |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Berkhamsted Town | – | Langney Sports | | 1:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Yaxley | – | Berkhamsted Town | | 2:5 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Deal Town | – | Berkhamsted Town | | 2:1 * |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Berkhamsted Town | – | Deal Town | | 1:1 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Halstead Town | – | Berkhamsted Town | | 0:3 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Berkhamsted Town | – | Chesham United | | 2:3 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Berkhamsted Town | – | Dagenham & Redbridge | | 1:2 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Berkhamsted Town | – | Hillingdon Borough | | 3:2 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Biggleswade Town | – | Berkhamsted Town | | 0:4 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Berkhamsted Town | – | Baldock Town | | 1:3 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Cambridge City | – | Berkhamsted Town | | 4:1 |
| |
FA Cup 1992/93, Third Qualifying Round |
| | | Chesham United | – | Berkhamsted Town | | 3:0 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Beckenham Town | – | Berkhamsted Town | | 0:1 * |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Berkhamsted Town | – | Beckenham Town | | 0:0 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Harrow Borough | – | Berkhamsted Town | | 0:2 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Berkhamsted Town | – | Slough Town | | 1:4 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Berkhamsted Town | – | Leighton Town | | 2:0 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Berkhamsted Town | – | Harrow Borough | | 3:2 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Harwich & Parkeston | – | Berkhamsted Town | | 4:1 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Gravesend & Northfleet | – | Berkhamsted Town | | 1:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Berkhamsted Town | – | East Thurrock United | | 1:0 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Hoddesdon Town | – | Berkhamsted Town | | 2:3 |
| |
FA Cup 1988/89, Preliminary Round |
| | | March Town United | – | Berkhamsted Town | | 4:2 * |
| |
FA Cup 1988/89, Preliminary Round |
| | | Berkhamsted Town | – | March Town United | | 2:2 |
| |
FA Cup 1987/88, Third Qualifying Round |
| | | Berkhamsted Town | – | Barnet | | 0:3 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Hemel Hempstead | – | Berkhamsted Town | | 1:4 * |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Berkhamsted Town | – | Hemel Hempstead | | 3:3 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Berkhamsted Town | – | Hitchin Town | | 3:1 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Berkhamsted Town | – | Wootton Blue Cross | | 2:0 * |
| |
FA Cup 1987/88, Preliminary Round |
| | | Wootton Blue Cross | – | Berkhamsted Town | | 0:0 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Tiptree United | – | Berkhamsted Town | | 2:1 * |
| |
FA Cup 1986/87, Preliminary Round |
| | | Berkhamsted Town | – | Tiptree United | | 1:1 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Stamford | – | Berkhamsted Town | | 3:0 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Bedworth United | – | Berkhamsted Town | | 1:2 * |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Berkhamsted Town | – | Bedworth United | | 0:0 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Valley Sports Rugby | – | Berkhamsted Town | | 3:1 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Berkhamsted Town | – | Valley Sports Rugby | | 0:0 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Dorking Town | – | Berkhamsted Town | | 1:0 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Dulwich Hamlet | – | Berkhamsted Town | | 6:0 * |
| |
FA Cup 1982/83, Preliminary Round |
| | | Berkhamsted Town | – | Dulwich Hamlet | | 3:3 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Berkhamsted Town | – | Hampton | | 0:3 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Berkhamsted Town | – | Finchley | | 1:2 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Berkhamsted Town | – | Bedford Town | | 1:4 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Uxbridge | – | Berkhamsted Town | | 2:1 |
| |
FA Cup 1978/79, Preliminary Round |
| | | Berkhamsted Town | – | Chesham United | | 1:0 * |
| |
FA Cup 1978/79, Preliminary Round |
| | | Chesham United | – | Berkhamsted Town | | 3:3 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Berkhamsted Town | – | Gravesend & Northfleet | | 0:5 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Enfield | – | Berkhamsted Town | | 6:0 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Hemel Hempstead | – | Berkhamsted Town | | 1:2 * |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Berkhamsted Town | – | Hemel Hempstead | | 2:2 |
| |
FA Cup 1957/58, Preliminary Round |
| | | Wembley | – | Berkhamsted Town | | 3:0 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Uxbridge | – | Berkhamsted Town | | 3:2 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Kingstonian | – | Berkhamsted Town | | 6:0 * |
| |
FA Cup 1955/56, Preliminary Round |
| | | Berkhamsted Town | – | Kingstonian | | 2:2 |
| |
FA Cup 1954/55, Preliminary Round |
| | | Berkhamsted Town | – | Hendon | | 0:3 |
| |
FA Cup 1953/54, Preliminary Round |
| | | Hemel Hempstead | – | Berkhamsted Town | | 4:2 * |
| |
FA Cup 1953/54, Preliminary Round |
| | | Berkhamsted Town | – | Hemel Hempstead | | 3:3 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Berkhamsted Town | – | Barnet | | 1:5 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Hayes | – | Berkhamsted Town | | 5:0 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Berkhamsted Town | – | Edgware Town | | 3:1 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Bicester Town | – | Berkhamsted Town | | 2:1 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Berkhamsted Town | – | Bicester Town | | 1:1 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Southall | – | Berkhamsted Town | | 1:0 |
| |
FA Cup 1948/49, First Qualifying Round |
| | | Berkhamsted Town | – | Banbury Spencer | | 1:2 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Berkhamsted Town | – | Slough Town | | 3:1 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Berkhamsted Town | – | Rickmansworth Town | | 3:1 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Berkhamsted Town | – | Harrow Town | | 3:4 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Sawbridgeworth | – | Berkhamsted Town | | 1:6 |
| |
FA Cup 1947/48, Extra Preliminary Round |
| | | Hemel Hempstead | – | Berkhamsted Town | | 3:4 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Hoddesdon Town | – | Berkhamsted Town | | 4:3 |
| |
FA Cup 1946/47, Extra Preliminary Round |
| | | Berkhamsted Town | – | Welwyn Garden City | | 4:2 * |
| |
FA Cup 1946/47, Extra Preliminary Round |
| | | Welwyn Garden City | – | Berkhamsted Town | | 2:2 |
| |
FA Cup 1945/46, Preliminary Round |
| | | Harrow Town | – | Berkhamsted Town | | 8:0 |
| |
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