| Ryman Division Two | ||||
| Date | Home | H | A | Away |
| 06/05/2000 | Banstead Athletic | 3 | 0 | Cheshunt |
| 06/05/2000 | Barking | 2 | 0 | Witham Town |
| 06/05/2000 | Edgware Town | 1 | 1 | Ford United |
| 06/05/2000 | Hemel Hempstead Town | 3 | 1 | Horsham |
| 06/05/2000 | Leighton Town | 2 | 1 | Hungerford Town |
| 06/05/2000 | Marlow | 0 | 3 | Wembley |
| 06/05/2000 | Metropolitan Police | 3 | 2 | Wokingham Town |
| 06/05/2000 | Molesey | 1 | 1 | Chalfont St Peter |
| 06/05/2000 | Windsor & Eton | 3 | 2 | Northwood |
| 06/05/2000 | Wingate & Finchley | 2 | 1 | Tooting & Mitcham Utd |
| 06/05/2000 | Wivenhoe Town | 1 | 0 | Berkhamsted Town |
| 04/05/2000 | Leighton Town | 1 | 1 | Cheshunt |
| 04/05/2000 | Tooting & Mitcham Utd | 6 | 5 | Metropolitan Police |
| 04/05/2000 | Windsor & Eton | 1 | 1 | Hemel Hempstead Town |
| 03/05/2000 | Barking | 2 | 2 | Berkhamsted Town |
| 02/05/2000 | Hemel Hempstead Town | 5 | 1 | Wokingham Town |
| 02/05/2000 | Molesey | 2 | 2 | Ford United |
| 02/05/2000 | Northwood | 4 | 0 | Cheshunt |
| 02/05/2000 | Windsor & Eton | 3 | 2 | Edgware Town |
| 02/05/2000 | Wingate & Finchley | 0 | 0 | Horsham |
| 01/05/2000 | Berkhamsted Town | 4 | 3 | Tooting & Mitcham Utd |
| 01/05/2000 | Cheshunt | 3 | 3 | Wivenhoe Town |
| 29/04/2000 | Berkhamsted Town | 3 | 1 | Edgware Town |
| 29/04/2000 | Chalfont St Peter | 2 | 2 | Barking |
| 29/04/2000 | Cheshunt | 1 | 4 | Molesey |
| 29/04/2000 | Ford United | 2 | 0 | Metropolitan Police |
| 29/04/2000 | Horsham | 1 | 2 | Windsor & Eton |
| 29/04/2000 | Hungerford Town | 3 | 0 | Banstead Athletic |
| 29/04/2000 | Northwood | 0 | 0 | Hemel Hempstead Town |
| 29/04/2000 | Tooting & Mitcham Utd | 3 | 0 | Marlow |
| 29/04/2000 | Wembley | 0 | 2 | Wivenhoe Town |
| 29/04/2000 | Witham Town | 4 | 2 | Wingate & Finchley |
| 29/04/2000 | Wokingham Town | 0 | 1 | Leighton Town |
| 27/04/2000 | Barking | 0 | 0 | Cheshunt |
| 27/04/2000 | Hemel Hempstead Town | 1 | 0 | Ford United |
| 27/04/2000 | Metropolitan Police | 1 | 2 | Northwood |
| 27/04/2000 | Windsor & Eton | 1 | 4 | Tooting & Mitcham Utd |
| 26/04/2000 | Edgware Town | 2 | 1 | Witham Town |
| 25/04/2000 | Metropolitan Police | 2 | 0 | Cheshunt |
| 24/04/2000 | Banstead Athletic | 1 | 0 | Horsham |
| 24/04/2000 | Barking | 1 | 3 | Ford United |
| 24/04/2000 | Edgware Town | 1 | 1 | Wembley |
| 24/04/2000 | Hemel Hempstead Town | 3 | 1 | Berkhamsted Town |
| 24/04/2000 | Leighton Town | 5 | 0 | Chalfont St Peter |
| 24/04/2000 | Marlow | 5 | 1 | Wokingham Town |
| 24/04/2000 | Molesey | 3 | 0 | Tooting & Mitcham Utd |
| 24/04/2000 | Windsor & Eton | 3 | 1 | Hungerford Town |
| 24/04/2000 | Wivenhoe Town | 2 | 1 | Witham Town |
| 22/04/2000 | Berkhamsted Town | 4 | 4 | Windsor & Eton |
| 22/04/2000 | Chalfont St Peter | 0 | 2 | Wingate & Finchley |
| 22/04/2000 | Ford United | 2 | 0 | Marlow |
| 22/04/2000 | Horsham | 5 | 2 | Metropolitan Police |
| 22/04/2000 | Hungerford Town | 1 | 4 | Molesey |
| 22/04/2000 | Northwood | 6 | 2 | Barking |
| 22/04/2000 | Tooting & Mitcham Utd | 0 | 1 | Hemel Hempstead Town |
| 22/04/2000 | Wembley | 0 | 1 | Banstead Athletic |
| 22/04/2000 | Witham Town | 2 | 1 | Leighton Town |
| 22/04/2000 | Wokingham Town | 3 | 1 | Edgware Town |
| 20/04/2000 | Windsor & Eton | 1 | 1 | Wembley |
| 20/04/2000 | Wivenhoe Town | 0 | 1 | Tooting & Mitcham Utd |
| 15/04/2000 | Banstead Athletic | 4 | 1 | Chalfont St Peter |
| 15/04/2000 | Marlow | 1 | 2 | Hungerford Town |
| 11/04/2000 | Barking | 0 | 1 | Hemel Hempstead Town |
| 11/04/2000 | Cheshunt | 0 | 2 | Metropolitan Police |
| 11/04/2000 | Windsor & Eton | 3 | 3 | Chalfont St Peter |
| 08/04/2000 | Berkhamsted Town | 1 | 0 | Molesey |
| 08/04/2000 | Chalfont St Peter | 3 | 0 | Marlow |
| 08/04/2000 | Cheshunt | 3 | 1 | Edgware Town |
| 08/04/2000 | Ford United | 6 | 1 | Wingate & Finchley |
| 08/04/2000 | Horsham | 1 | 1 | Leighton Town |
| 08/04/2000 | Hungerford Town | 0 | 2 | Barking |
| 08/04/2000 | Northwood | 2 | 1 | Wivenhoe Town |
| 08/04/2000 | Tooting & Mitcham Utd | 1 | 2 | Banstead Athletic |
| 08/04/2000 | Wembley | 0 | 1 | Hemel Hempstead Town |
| 08/04/2000 | Witham Town | 1 | 0 | Metropolitan Police |
| 08/04/2000 | Wokingham Town | 0 | 3 | Windsor & Eton |
| 04/04/2000 | Wingate & Finchley | 1 | 1 | Northwood |
| 01/04/2000 | Banstead Athletic | 1 | 0 | Metropolitan Police |
| 01/04/2000 | Berkhamsted Town | 0 | 0 | Chalfont St Peter |
| 01/04/2000 | Cheshunt | 1 | 2 | Horsham |
| 01/04/2000 | Ford United | 2 | 1 | Wembley |
| 01/04/2000 | Hemel Hempstead Town | 3 | 0 | Edgware Town |
| 01/04/2000 | Hungerford Town | 1 | 3 | Northwood |
| 01/04/2000 | Marlow | 0 | 2 | Witham Town |
| 01/04/2000 | Molesey | 1 | 1 | Leighton Town |
| 01/04/2000 | Tooting & Mitcham Utd | 1 | 1 | Wokingham Town |
| 01/04/2000 | Windsor & Eton | 2 | 0 | Wingate & Finchley |
| 01/04/2000 | Wivenhoe Town | 0 | 3 | Barking |
| 28/03/2000 | Leighton Town | 1 | 3 | Metropolitan Police |
| 28/03/2000 | Marlow | 0 | 0 | Northwood |
| 28/03/2000 | Windsor & Eton | 1 | 1 | Berkhamsted Town |
| 25/03/2000 | Barking | 1 | 2 | Windsor & Eton |
| 25/03/2000 | Chalfont St Peter | 0 | 1 | Hemel Hempstead Town |
| 25/03/2000 | Edgware Town | 1 | 2 | Banstead Athletic |
| 25/03/2000 | Horsham | 3 | 0 | Tooting & Mitcham Utd |
| 25/03/2000 | Leighton Town | 0 | 2 | Wivenhoe Town |
| 25/03/2000 | Metropolitan Police | 3 | 2 | Marlow |
| 25/03/2000 | Northwood | 1 | 0 | Berkhamsted Town |
| 25/03/2000 | Wembley | 1 | 4 | Cheshunt |
| 25/03/2000 | Wingate & Finchley | 1 | 2 | Molesey |
| 25/03/2000 | Witham Town | 0 | 0 | Hungerford Town |
| 25/03/2000 | Wokingham Town | 0 | 3 | Ford United |
| 22/03/2000 | Wokingham Town | 1 | 2 | Hemel Hempstead Town |
| 21/03/2000 | Berkhamsted Town | 1 | 3 | Barking |
| 21/03/2000 | Cheshunt | 2 | 3 | Northwood |
| 21/03/2000 | Horsham | 4 | 0 | Banstead Athletic |
| 21/03/2000 | Metropolitan Police | 0 | 0 | Windsor & Eton |
| 18/03/2000 | Barking | 3 | 0 | Molesey |
| 18/03/2000 | Cheshunt | 2 | 1 | Wokingham Town |
| 18/03/2000 | Horsham | 4 | 1 | Wembley |
| 18/03/2000 | Hungerford Town | 0 | 4 | Berkhamsted Town |
| 18/03/2000 | Marlow | 0 | 1 | Hemel Hempstead Town |
| 18/03/2000 | Metropolitan Police | 3 | 0 | Edgware Town |
| 18/03/2000 | Northwood | 2 | 0 | Banstead Athletic |
| 18/03/2000 | Tooting & Mitcham Utd | 2 | 2 | Ford United |
| 18/03/2000 | Windsor & Eton | 1 | 2 | Wivenhoe Town |
| 18/03/2000 | Wingate & Finchley | 1 | 1 | Leighton Town |
| 18/03/2000 | Witham Town | 2 | 1 | Chalfont St Peter |
| 14/03/2000 | Barking | 3 | 1 | Horsham |
| 14/03/2000 | Molesey | 0 | 0 | Banstead Athletic |
| 14/03/2000 | Northwood | 1 | 0 | Marlow |
| 14/03/2000 | Wembley | 0 | 1 | Windsor & Eton |
| 14/03/2000 | Witham Town | 1 | 1 | Wokingham Town |
| 11/03/2000 | Banstead Athletic | 3 | 2 | Marlow |
| 11/03/2000 | Berkhamsted Town | 1 | 0 | Witham Town |
| 11/03/2000 | Chalfont St Peter | 0 | 3 | Northwood |
| 11/03/2000 | Edgware Town | 2 | 1 | Hungerford Town |
| 11/03/2000 | Ford United | 2 | 0 | Cheshunt |
| 11/03/2000 | Hemel Hempstead Town | 7 | 1 | Metropolitan Police |
| 11/03/2000 | Leighton Town | 2 | 0 | Barking |
| 11/03/2000 | Molesey | 2 | 1 | Windsor & Eton |
| 11/03/2000 | Wembley | 0 | 1 | Tooting & Mitcham Utd |
| 11/03/2000 | Wivenhoe Town | 2 | 0 | Wingate & Finchley |
| 11/03/2000 | Wokingham Town | 1 | 0 | Horsham |
| 07/03/2000 | Berkhamsted Town | 2 | 0 | Ford United |
| 07/03/2000 | Chalfont St Peter | 1 | 2 | Cheshunt |
| 07/03/2000 | Hemel Hempstead Town | 2 | 0 | Wembley |
| 07/03/2000 | Leighton Town | 1 | 2 | Horsham |
| 07/03/2000 | Tooting & Mitcham Utd | 1 | 0 | Wivenhoe Town |
| 07/03/2000 | Wokingham Town | 0 | 0 | Molesey |
| 04/03/2000 | Barking | 0 | 1 | Wembley |
| 04/03/2000 | Horsham | 0 | 2 | Edgware Town |
| 04/03/2000 | Hungerford Town | 4 | 0 | Wingate & Finchley |
| 04/03/2000 | Leighton Town | 0 | 1 | Berkhamsted Town |
| 04/03/2000 | Marlow | 1 | 0 | Cheshunt |
| 04/03/2000 | Northwood | 2 | 0 | Molesey |
| 04/03/2000 | Witham Town | 1 | 1 | Windsor & Eton |
| 04/03/2000 | Wivenhoe Town | 3 | 0 | Chalfont St Peter |
| 04/03/2000 | Wokingham Town | 0 | 5 | Banstead Athletic |
| 29/02/2000 | Marlow | 10 | 0 | Chalfont St Peter |
| 26/02/2000 | Banstead Athletic | 1 | 2 | Hemel Hempstead Town |
| 26/02/2000 | Chalfont St Peter | 2 | 3 | Hungerford Town |
| 26/02/2000 | Cheshunt | 2 | 0 | Tooting & Mitcham Utd |
| 26/02/2000 | Edgware Town | 2 | 4 | Marlow |
| 26/02/2000 | Ford United | 4 | 0 | Horsham |
| 26/02/2000 | Molesey | 1 | 0 | Wivenhoe Town |
| 26/02/2000 | Wembley | 1 | 1 | Wokingham Town |
| 26/02/2000 | Windsor & Eton | 3 | 5 | Leighton Town |
| 26/02/2000 | Wingate & Finchley | 1 | 2 | Barking |
| 26/02/2000 | Witham Town | 1 | 3 | Northwood |
| 22/02/2000 | Hemel Hempstead Town | 2 | 2 | Northwood |
| 22/02/2000 | Marlow | 0 | 2 | Ford United |
| 22/02/2000 | Metropolitan Police | 1 | 2 | Banstead Athletic |
| 19/02/2000 | Banstead Athletic | 1 | 0 | Wingate & Finchley |
| 19/02/2000 | Cheshunt | 2 | 1 | Chalfont St Peter |
| 19/02/2000 | Edgware Town | 5 | 1 | Leighton Town |
| 19/02/2000 | Ford United | 6 | 0 | Hungerford Town |
| 19/02/2000 | Hemel Hempstead Town | 3 | 0 | Molesey |
| 19/02/2000 | Horsham | 1 | 2 | Berkhamsted Town |
| 19/02/2000 | Marlow | 0 | 2 | Windsor & Eton |
| 19/02/2000 | Metropolitan Police | 1 | 0 | Wivenhoe Town |
| 19/02/2000 | Tooting & Mitcham Utd | 1 | 1 | Barking |
| 19/02/2000 | Wembley | 0 | 0 | Northwood |
| 19/02/2000 | Wokingham Town | 2 | 2 | Witham Town |
| 15/02/2000 | Metropolitan Police | 4 | 2 | Hungerford Town |
| 12/02/2000 | Chalfont St Peter | 1 | 4 | Wokingham Town |
| 12/02/2000 | Wingate & Finchley | 2 | 5 | Marlow |
| 12/02/2000 | Witham Town | 2 | 2 | Wembley |
| 12/02/2000 | Wivenhoe Town | 0 | 1 | Ford United |
| 05/02/2000 | Banstead Athletic | 0 | 0 | Leighton Town |
| 05/02/2000 | Cheshunt | 1 | 1 | Hungerford Town |
| 05/02/2000 | Edgware Town | 0 | 0 | Barking |
| 05/02/2000 | Ford United | 8 | 1 | Chalfont St Peter |
| 05/02/2000 | Hemel Hempstead Town | 0 | 0 | Windsor & Eton |
| 05/02/2000 | Horsham | 5 | 3 | Witham Town |
| 05/02/2000 | Marlow | 0 | 3 | Wivenhoe Town |
| 05/02/2000 | Metropolitan Police | 4 | 2 | Molesey |
| 05/02/2000 | Tooting & Mitcham Utd | 0 | 1 | Northwood |
| 05/02/2000 | Wembley | 0 | 1 | Berkhamsted Town |
| 05/02/2000 | Wokingham Town | 4 | 0 | Wingate & Finchley |
| 01/02/2000 | Wokingham Town | 3 | 1 | Berkhamsted Town |
| 29/01/2000 | Barking | 6 | 0 | Marlow |
| 29/01/2000 | Chalfont St Peter | 1 | 0 | Wembley |
| 29/01/2000 | Hungerford Town | 0 | 1 | Wokingham Town |
| 29/01/2000 | Leighton Town | 0 | 1 | Hemel Hempstead Town |
| 29/01/2000 | Molesey | 2 | 3 | Edgware Town |
| 29/01/2000 | Northwood | 2 | 0 | Horsham |
| 29/01/2000 | Windsor & Eton | 2 | 1 | Cheshunt |
| 29/01/2000 | Wingate & Finchley | 0 | 3 | Metropolitan Police |
| 29/01/2000 | Witham Town | 1 | 3 | Tooting & Mitcham Utd |
| 29/01/2000 | Wivenhoe Town | 1 | 1 | Banstead Athletic |
| 25/01/2000 | Cheshunt | 3 | 2 | Leighton Town |
| 25/01/2000 | Metropolitan Police | 0 | 0 | Wembley |
| 25/01/2000 | Wokingham Town | 2 | 6 | Marlow |
| 22/01/2000 | Banstead Athletic | 0 | 1 | Barking |
| 22/01/2000 | Cheshunt | 0 | 0 | Witham Town |
| 22/01/2000 | Edgware Town | 1 | 3 | Wivenhoe Town |
| 22/01/2000 | Ford United | 1 | 1 | Northwood |
| 22/01/2000 | Hemel Hempstead Town | 2 | 1 | Wingate & Finchley |
| 22/01/2000 | Horsham | 5 | 2 | Chalfont St Peter |
| 22/01/2000 | Marlow | 4 | 1 | Molesey |
| 22/01/2000 | Tooting & Mitcham Utd | 1 | 2 | Hungerford Town |
| 22/01/2000 | Wembley | 0 | 1 | Leighton Town |
| 18/01/2000 | Hemel Hempstead Town | 4 | 1 | Witham Town |
| 18/01/2000 | Metropolitan Police | 1 | 3 | Horsham |
| 15/01/2000 | Barking | 1 | 0 | Metropolitan Police |
| 15/01/2000 | Berkhamsted Town | 2 | 1 | Cheshunt |
| 15/01/2000 | Chalfont St Peter | 0 | 6 | Tooting & Mitcham Utd |
| 15/01/2000 | Hungerford Town | 1 | 1 | Wembley |
| 15/01/2000 | Leighton Town | 2 | 5 | Marlow |
| 15/01/2000 | Molesey | 1 | 2 | Horsham |
| 15/01/2000 | Northwood | 4 | 0 | Wokingham Town |
| 15/01/2000 | Windsor & Eton | 2 | 1 | Banstead Athletic |
| 15/01/2000 | Wingate & Finchley | 0 | 9 | Edgware Town |
| 15/01/2000 | Witham Town | 1 | 3 | Ford United |
| 15/01/2000 | Wivenhoe Town | 1 | 0 | Hemel Hempstead Town |
| 11/01/2000 | Hemel Hempstead Town | 3 | 0 | Cheshunt |
| 11/01/2000 | Metropolitan Police | 2 | 0 | Berkhamsted Town |
| 08/01/2000 | Berkhamsted Town | 3 | 1 | Marlow |
| 08/01/2000 | Chalfont St Peter | 3 | 3 | Metropolitan Police |
| 08/01/2000 | Cheshunt | 1 | 4 | Barking |
| 08/01/2000 | Ford United | 3 | 1 | Windsor & Eton |
| 08/01/2000 | Horsham | 2 | 1 | Wivenhoe Town |
| 08/01/2000 | Hungerford Town | 0 | 0 | Hemel Hempstead Town |
| 08/01/2000 | Northwood | 1 | 0 | Edgware Town |
| 08/01/2000 | Tooting & Mitcham Utd | 2 | 2 | Leighton Town |
| 08/01/2000 | Wembley | 1 | 0 | Wingate & Finchley |
| 08/01/2000 | Witham Town | 2 | 1 | Banstead Athletic |
| 03/01/2000 | Banstead Athletic | 0 | 0 | Ford United |
| 03/01/2000 | Barking | 1 | 3 | Wokingham Town |
| 03/01/2000 | Edgware Town | 4 | 3 | Tooting & Mitcham Utd |
| 03/01/2000 | Leighton Town | 0 | 5 | Northwood |
| 03/01/2000 | Marlow | 3 | 0 | Horsham |
| 03/01/2000 | Molesey | 0 | 0 | Witham Town |
| 03/01/2000 | Wingate & Finchley | 1 | 1 | Berkhamsted Town |
| 03/01/2000 | Wivenhoe Town | 0 | 0 | Hungerford Town |
| 27/12/1999 | Berkhamsted Town | 0 | 2 | Hemel Hempstead Town |
| 27/12/1999 | Chalfont St Peter | 2 | 3 | Leighton Town |
| 27/12/1999 | Ford United | 1 | 1 | Barking |
| 27/12/1999 | Northwood | 7 | 2 | Wingate & Finchley |
| 27/12/1999 | Wembley | 2 | 0 | Edgware Town |
| 27/12/1999 | Witham Town | 0 | 1 | Wivenhoe Town |
| 18/12/1999 | Banstead Athletic | 0 | 0 | Tooting & Mitcham Utd |
| 18/12/1999 | Barking | 2 | 0 | Hungerford Town |
| 18/12/1999 | Edgware Town | 1 | 1 | Cheshunt |
| 18/12/1999 | Metropolitan Police | 2 | 0 | Witham Town |
| 18/12/1999 | Molesey | 2 | 0 | Berkhamsted Town |
| 18/12/1999 | Wingate & Finchley | 4 | 2 | Ford United |
| 18/12/1999 | Wivenhoe Town | 2 | 2 | Northwood |
| 14/12/1999 | Banstead Athletic | 3 | 1 | Berkhamsted Town |
| 14/12/1999 | Barking | 1 | 1 | Wivenhoe Town |
| 14/12/1999 | Marlow | 3 | 1 | Wingate & Finchley |
| 14/12/1999 | Molesey | 0 | 2 | Wembley |
| 11/12/1999 | Chalfont St Peter | 1 | 1 | Banstead Athletic |
| 11/12/1999 | Ford United | 4 | 2 | Molesey |
| 11/12/1999 | Horsham | 2 | 2 | Wingate & Finchley |
| 11/12/1999 | Hungerford Town | 3 | 2 | Marlow |
| 11/12/1999 | Northwood | 2 | 0 | Metropolitan Police |
| 11/12/1999 | Witham Town | 0 | 4 | Edgware Town |
| 07/12/1999 | Barking | 3 | 1 | Northwood |
| 07/12/1999 | Wingate & Finchley | 0 | 1 | Wivenhoe Town |
| 04/12/1999 | Edgware Town | 4 | 0 | Chalfont St Peter |
| 04/12/1999 | Hungerford Town | 2 | 1 | Horsham |
| 04/12/1999 | Leighton Town | 1 | 3 | Ford United |
| 04/12/1999 | Wingate & Finchley | 0 | 1 | Cheshunt |
| 04/12/1999 | Wivenhoe Town | 5 | 2 | Wokingham Town |
| 30/11/1999 | Horsham | 2 | 2 | Cheshunt |
| 30/11/1999 | Leighton Town | 3 | 3 | Molesey |
| 30/11/1999 | Tooting & Mitcham Utd | 1 | 2 | Wembley |
| 30/11/1999 | Wingate & Finchley | 0 | 2 | Windsor & Eton |
| 30/11/1999 | Witham Town | 0 | 6 | Marlow |
| 27/11/1999 | Banstead Athletic | 1 | 1 | Hungerford Town |
| 27/11/1999 | Barking | 0 | 0 | Chalfont St Peter |
| 27/11/1999 | Edgware Town | 2 | 2 | Berkhamsted Town |
| 27/11/1999 | Marlow | 3 | 0 | Tooting & Mitcham Utd |
| 27/11/1999 | Metropolitan Police | 3 | 1 | Ford United |
| 27/11/1999 | Molesey | 0 | 1 | Cheshunt |
| 27/11/1999 | Windsor & Eton | 2 | 1 | Horsham |
| 27/11/1999 | Wingate & Finchley | 5 | 2 | Witham Town |
| 27/11/1999 | Wivenhoe Town | 2 | 1 | Wembley |
| 23/11/1999 | Ford United | 3 | 1 | Berkhamsted Town |
| 23/11/1999 | Hungerford Town | 2 | 0 | Metropolitan Police |
| 23/11/1999 | Leighton Town | 4 | 1 | Wingate & Finchley |
| 23/11/1999 | Wembley | 2 | 1 | Chalfont St Peter |
| 23/11/1999 | Wivenhoe Town | 1 | 0 | Cheshunt |
| 20/11/1999 | Berkhamsted Town | 3 | 0 | Wivenhoe Town |
| 20/11/1999 | Chalfont St Peter | 2 | 4 | Molesey |
| 20/11/1999 | Cheshunt | 1 | 1 | Banstead Athletic |
| 20/11/1999 | Ford United | 2 | 1 | Edgware Town |
| 20/11/1999 | Horsham | 2 | 3 | Hemel Hempstead Town |
| 20/11/1999 | Hungerford Town | 5 | 0 | Leighton Town |
| 20/11/1999 | Northwood | 3 | 0 | Windsor & Eton |
| 20/11/1999 | Tooting & Mitcham Utd | 3 | 1 | Wingate & Finchley |
| 20/11/1999 | Wembley | 2 | 1 | Marlow |
| 20/11/1999 | Witham Town | 0 | 4 | Barking |
| 20/11/1999 | Wokingham Town | 0 | 5 | Metropolitan Police |
| 16/11/1999 | Banstead Athletic | 0 | 2 | Wembley |
| 16/11/1999 | Chalfont St Peter | 0 | 0 | Witham Town |
| 16/11/1999 | Hemel Hempstead Town | 5 | 2 | Tooting & Mitcham Utd |
| 16/11/1999 | Molesey | 1 | 2 | Hungerford Town |
| 13/11/1999 | Edgware Town | 0 | 1 | Wokingham Town |
| 13/11/1999 | Leighton Town | 4 | 1 | Witham Town |
| 13/11/1999 | Wingate & Finchley | 4 | 1 | Chalfont St Peter |
| 06/11/1999 | Berkhamsted Town | 2 | 1 | Wingate & Finchley |
| 06/11/1999 | Chalfont St Peter | 1 | 2 | Windsor & Eton |
| 06/11/1999 | Cheshunt | 0 | 0 | Hemel Hempstead Town |
| 06/11/1999 | Ford United | 2 | 0 | Banstead Athletic |
| 06/11/1999 | Horsham | 1 | 1 | Marlow |
| 06/11/1999 | Hungerford Town | 2 | 2 | Wivenhoe Town |
| 06/11/1999 | Northwood | 2 | 3 | Leighton Town |
| 06/11/1999 | Tooting & Mitcham Utd | 2 | 1 | Edgware Town |
| 06/11/1999 | Wembley | 2 | 1 | Metropolitan Police |
| 06/11/1999 | Witham Town | 0 | 2 | Molesey |
| 06/11/1999 | Wokingham Town | 0 | 2 | Barking |
| 02/11/1999 | Tooting & Mitcham Utd | 0 | 0 | Berkhamsted Town |
| 30/10/1999 | Banstead Athletic | 2 | 0 | Edgware Town |
| 30/10/1999 | Berkhamsted Town | 1 | 1 | Northwood |
| 30/10/1999 | Cheshunt | 0 | 0 | Wembley |
| 30/10/1999 | Ford United | 0 | 1 | Wokingham Town |
| 30/10/1999 | Hemel Hempstead Town | 2 | 1 | Chalfont St Peter |
| 30/10/1999 | Hungerford Town | 6 | 2 | Witham Town |
| 30/10/1999 | Marlow | 2 | 2 | Metropolitan Police |
| 30/10/1999 | Molesey | 4 | 0 | Wingate & Finchley |
| 30/10/1999 | Tooting & Mitcham Utd | 3 | 1 | Horsham |
| 30/10/1999 | Windsor & Eton | 1 | 1 | Barking |
| 30/10/1999 | Wivenhoe Town | 0 | 2 | Leighton Town |
| 26/10/1999 | Berkhamsted Town | 4 | 1 | Wembley |
| 26/10/1999 | Edgware Town | 0 | 8 | Hemel Hempstead Town |
| 26/10/1999 | Northwood | 7 | 1 | Hungerford Town |
| 23/10/1999 | Chalfont St Peter | 1 | 3 | Berkhamsted Town |
| 23/10/1999 | Horsham | 2 | 5 | Northwood |
| 23/10/1999 | Tooting & Mitcham Utd | 3 | 2 | Molesey |
| 23/10/1999 | Wembley | 1 | 6 | Ford United |
| 19/10/1999 | Wingate & Finchley | 2 | 1 | Banstead Athletic |
| 19/10/1999 | Witham Town | 1 | 0 | Hemel Hempstead Town |
| 16/10/1999 | Barking | 3 | 1 | Wingate & Finchley |
| 16/10/1999 | Berkhamsted Town | 1 | 0 | Metropolitan Police |
| 16/10/1999 | Hemel Hempstead Town | 8 | 0 | Banstead Athletic |
| 16/10/1999 | Horsham | 2 | 5 | Ford United |
| 16/10/1999 | Hungerford Town | 3 | 2 | Chalfont St Peter |
| 16/10/1999 | Leighton Town | 0 | 2 | Windsor & Eton |
| 16/10/1999 | Marlow | 2 | 1 | Edgware Town |
| 16/10/1999 | Northwood | 5 | 0 | Witham Town |
| 16/10/1999 | Tooting & Mitcham Utd | 3 | 2 | Cheshunt |
| 16/10/1999 | Wivenhoe Town | 2 | 0 | Molesey |
| 16/10/1999 | Wokingham Town | 2 | 1 | Wembley |
| 12/10/1999 | Molesey | 1 | 1 | Wokingham Town |
| 12/10/1999 | Windsor & Eton | 4 | 0 | Ford United |
| 12/10/1999 | Wivenhoe Town | 1 | 1 | Marlow |
| 09/10/1999 | Banstead Athletic | 1 | 1 | Wokingham Town |
| 09/10/1999 | Berkhamsted Town | 4 | 0 | Leighton Town |
| 09/10/1999 | Chalfont St Peter | 0 | 2 | Wivenhoe Town |
| 09/10/1999 | Cheshunt | 0 | 1 | Marlow |
| 09/10/1999 | Edgware Town | 3 | 0 | Horsham |
| 09/10/1999 | Ford United | 0 | 0 | Hemel Hempstead Town |
| 09/10/1999 | Metropolitan Police | 5 | 2 | Tooting & Mitcham Utd |
| 09/10/1999 | Molesey | 0 | 3 | Northwood |
| 09/10/1999 | Wembley | 2 | 2 | Barking |
| 09/10/1999 | Windsor & Eton | 4 | 0 | Witham Town |
| 09/10/1999 | Wingate & Finchley | 2 | 1 | Hungerford Town |
| 05/10/1999 | Cheshunt | 2 | 2 | Ford United |
| 05/10/1999 | Hemel Hempstead Town | 1 | 0 | Marlow |
| 05/10/1999 | Molesey | 0 | 3 | Barking |
| 05/10/1999 | Wingate & Finchley | 1 | 1 | Wembley |
| 05/10/1999 | Wokingham Town | 4 | 2 | Tooting & Mitcham Utd |
| 02/10/1999 | Barking | 2 | 4 | Leighton Town |
| 02/10/1999 | Horsham | 0 | 0 | Wokingham Town |
| 02/10/1999 | Hungerford Town | 1 | 1 | Edgware Town |
| 02/10/1999 | Marlow | 2 | 1 | Banstead Athletic |
| 02/10/1999 | Metropolitan Police | 1 | 5 | Hemel Hempstead Town |
| 02/10/1999 | Northwood | 7 | 2 | Chalfont St Peter |
| 02/10/1999 | Windsor & Eton | 2 | 0 | Molesey |
| 02/10/1999 | Witham Town | 0 | 5 | Berkhamsted Town |
| 28/09/1999 | Leighton Town | 0 | 1 | Tooting & Mitcham Utd |
| 28/09/1999 | Wivenhoe Town | 2 | 2 | Windsor & Eton |
| 28/09/1999 | Wokingham Town | 2 | 3 | Cheshunt |
| 25/09/1999 | Banstead Athletic | 1 | 3 | Northwood |
| 25/09/1999 | Berkhamsted Town | 3 | 2 | Hungerford Town |
| 25/09/1999 | Ford United | 1 | 0 | Tooting & Mitcham Utd |
| 25/09/1999 | Wembley | 3 | 0 | Witham Town |
| 22/09/1999 | Windsor & Eton | 3 | 4 | Marlow |
| 21/09/1999 | Edgware Town | 3 | 0 | Metropolitan Police |
| 21/09/1999 | Hemel Hempstead Town | 4 | 2 | Wivenhoe Town |
| 21/09/1999 | Wembley | 3 | 1 | Horsham |
| 18/09/1999 | Banstead Athletic | 2 | 1 | Molesey |
| 18/09/1999 | Edgware Town | 0 | 0 | Windsor & Eton |
| 18/09/1999 | Ford United | 3 | 1 | Wivenhoe Town |
| 18/09/1999 | Hemel Hempstead Town | 3 | 0 | Barking |
| 18/09/1999 | Horsham | 2 | 1 | Hungerford Town |
| 18/09/1999 | Metropolitan Police | 3 | 2 | Leighton Town |
| 18/09/1999 | Wokingham Town | 2 | 0 | Chalfont St Peter |
| 11/09/1999 | Barking | 2 | 2 | Tooting & Mitcham Utd |
| 11/09/1999 | Berkhamsted Town | 4 | 1 | Horsham |
| 11/09/1999 | Hungerford Town | 1 | 4 | Ford United |
| 11/09/1999 | Leighton Town | 2 | 3 | Edgware Town |
| 11/09/1999 | Molesey | 1 | 2 | Hemel Hempstead Town |
| 11/09/1999 | Northwood | 2 | 1 | Wembley |
| 11/09/1999 | Windsor & Eton | 1 | 2 | Wokingham Town |
| 11/09/1999 | Wivenhoe Town | 4 | 2 | Metropolitan Police |
| 07/09/1999 | Banstead Athletic | 0 | 1 | Wivenhoe Town |
| 07/09/1999 | Cheshunt | 1 | 1 | Windsor & Eton |
| 07/09/1999 | Edgware Town | 2 | 2 | Molesey |
| 07/09/1999 | Hemel Hempstead Town | 4 | 1 | Leighton Town |
| 07/09/1999 | Marlow | 3 | 0 | Barking |
| 07/09/1999 | Metropolitan Police | 2 | 2 | Wingate & Finchley |
| 07/09/1999 | Tooting & Mitcham Utd | 3 | 0 | Witham Town |
| 07/09/1999 | Wokingham Town | 1 | 1 | Hungerford Town |
| 04/09/1999 | Berkhamsted Town | 3 | 1 | Banstead Athletic |
| 04/09/1999 | Chalfont St Peter | 0 | 3 | Edgware Town |
| 04/09/1999 | Hungerford Town | 1 | 2 | Windsor & Eton |
| 04/09/1999 | Leighton Town | 2 | 0 | Wokingham Town |
| 04/09/1999 | Wivenhoe Town | 2 | 0 | Horsham |
| 28/08/1999 | Banstead Athletic | 7 | 1 | Witham Town |
| 28/08/1999 | Cheshunt | 0 | 1 | Wingate & Finchley |
| 28/08/1999 | Edgware Town | 1 | 1 | Northwood |
| 28/08/1999 | Ford United | 3 | 1 | Leighton Town |
| 28/08/1999 | Hemel Hempstead Town | 1 | 1 | Hungerford Town |
| 28/08/1999 | Horsham | 1 | 2 | Barking |
| 28/08/1999 | Marlow | 1 | 0 | Berkhamsted Town |
| 28/08/1999 | Metropolitan Police | 2 | 0 | Chalfont St Peter |
| 28/08/1999 | Tooting & Mitcham Utd | 0 | 2 | Windsor & Eton |
| 28/08/1999 | Wembley | 1 | 1 | Molesey |
| 28/08/1999 | Wokingham Town | 2 | 1 | Wivenhoe Town |
| 24/08/1999 | Barking | 1 | 1 | Edgware Town |
| 24/08/1999 | Chalfont St Peter | 0 | 6 | Ford United |
| 24/08/1999 | Hungerford Town | 0 | 2 | Cheshunt |
| 24/08/1999 | Leighton Town | 2 | 2 | Banstead Athletic |
| 24/08/1999 | Molesey | 1 | 1 | Metropolitan Police |
| 24/08/1999 | Northwood | 4 | 2 | Tooting & Mitcham Utd |
| 24/08/1999 | Wingate & Finchley | 3 | 1 | Wokingham Town |
| 24/08/1999 | Witham Town | 2 | 2 | Horsham |
| 18/08/1999 | Wokingham Town | 1 | 3 | Northwood |
| 17/08/1999 | Banstead Athletic | 1 | 0 | Windsor & Eton |
| 17/08/1999 | Cheshunt | 0 | 2 | Berkhamsted Town |
| 17/08/1999 | Edgware Town | 2 | 3 | Wingate & Finchley |
| 17/08/1999 | Ford United | 4 | 0 | Witham Town |
| 17/08/1999 | Horsham | 0 | 0 | Molesey |
| 17/08/1999 | Marlow | 2 | 0 | Leighton Town |
| 17/08/1999 | Metropolitan Police | 2 | 0 | Barking |
| 17/08/1999 | Tooting & Mitcham Utd | 2 | 0 | Chalfont St Peter |
| 17/08/1999 | Wembley | 2 | 0 | Hungerford Town |
| 14/08/1999 | Barking | 1 | 1 | Banstead Athletic |
| 14/08/1999 | Berkhamsted Town | 1 | 3 | Wokingham Town |
| 14/08/1999 | Chalfont St Peter | 2 | 3 | Horsham |
| 14/08/1999 | Hungerford Town | 2 | 1 | Tooting & Mitcham Utd |
| 14/08/1999 | Leighton Town | 1 | 2 | Wembley |
| 14/08/1999 | Molesey | 1 | 3 | Marlow |
| 14/08/1999 | Northwood | 0 | 3 | Ford United |
| 14/08/1999 | Windsor & Eton | 0 | 0 | Metropolitan Police |
| 14/08/1999 | Wingate & Finchley | 3 | 1 | Hemel Hempstead Town |
| 14/08/1999 | Witham Town | 2 | 7 | Cheshunt |
| 14/08/1999 | Wivenhoe Town | 1 | 1 | Edgware Town |