| United Counties Div One | ||||
| Date | Home | H | A | Away |
| 08/05/2000 | Northampton Vanaid | 3 | 1 | Rothwell Corinthians |
| 06/05/2000 | Burton Park Wanderers | 0 | 3 | Rothwell Corinthians |
| 06/05/2000 | Cottingham | 2 | 0 | Wellingborough Whitworths |
| 06/05/2000 | Olney Town | 4 | 0 | Sharnbrook |
| 06/05/2000 | St Ives Town | 1 | 1 | Northampton ON Cheneks |
| 04/05/2000 | Burton Park Wanderers | 1 | 1 | Cottingham |
| 03/05/2000 | Thrapston Town | 4 | 0 | Northampton Vanaid |
| 03/05/2000 | Wellingborough Whitworths | 1 | 4 | Daventry Town |
| 29/04/2000 | Daventry Town | 3 | 3 | Deeping Rangers (P) |
| 29/04/2000 | Olney Town | 1 | 0 | Cottingham |
| 29/04/2000 | Rothwell Corinthians | 2 | 3 | Northampton ON Cheneks |
| 29/04/2000 | St Ives Town | 5 | 1 | Woodford United |
| 29/04/2000 | Wellingborough Whitworths | 3 | 1 | Newport Pagnell Town |
| 27/04/2000 | Woodford United | 3 | 3 | Newport Pagnell Town |
| 24/04/2000 | Cottingham | 1 | 1 | Rothwell Corinthians |
| 24/04/2000 | Deeping Rangers (P) | 2 | 2 | Harrowby United |
| 24/04/2000 | Higham Town | 2 | 1 | Irchester United |
| 24/04/2000 | Newport Pagnell Town | 1 | 1 | Olney Town |
| 24/04/2000 | Northampton ON Cheneks | 1 | 1 | Blisworth |
| 24/04/2000 | Northampton Vanaid | 2 | 2 | Wellingborough Whitworths |
| 24/04/2000 | Sharnbrook | 1 | 3 | St Ives Town |
| 24/04/2000 | Thrapston Town | 5 | 3 | Burton Park Wanderers |
| 24/04/2000 | Woodford United | 0 | 0 | Daventry Town |
| 22/04/2000 | Deeping Rangers (P) | 4 | 2 | Sharnbrook |
| 22/04/2000 | Northampton ON Cheneks | 3 | 4 | St Ives Town |
| 18/04/2000 | Wellingborough Whitworths | 1 | 2 | Woodford United |
| 15/04/2000 | Blisworth | 4 | 2 | Woodford United |
| 15/04/2000 | Cottingham | 2 | 0 | Daventry Town |
| 15/04/2000 | Higham Town | 0 | 3 | Thrapston Town |
| 15/04/2000 | Irchester United | 1 | 4 | Olney Town |
| 15/04/2000 | Rothwell Corinthians | 1 | 1 | Harrowby United |
| 15/04/2000 | Sharnbrook | 0 | 5 | Wellingborough Whitworths |
| 15/04/2000 | St Ives Town | 1 | 1 | Burton Park Wanderers |
| 11/04/2000 | Wellingborough Whitworths | 2 | 2 | Higham Town |
| 08/04/2000 | Blisworth | 3 | 1 | Irchester United |
| 08/04/2000 | Deeping Rangers (P) | 1 | 1 | Daventry Town |
| 08/04/2000 | Harrowby United | 4 | 2 | Cottingham |
| 08/04/2000 | Higham Town | 1 | 2 | Northampton Vanaid |
| 08/04/2000 | Olney Town | 2 | 1 | Thrapston Town |
| 08/04/2000 | Rothwell Corinthians | 0 | 2 | Burton Park Wanderers |
| 08/04/2000 | St Ives Town | 3 | 0 | Sharnbrook |
| 08/04/2000 | Woodford United | 3 | 0 | Wellingborough Whitworths |
| 04/04/2000 | Daventry Town | 2 | 2 | Northampton ON Cheneks |
| 01/04/2000 | Daventry Town | 5 | 1 | Higham Town |
| 01/04/2000 | Irchester United | 1 | 2 | Wellingborough Whitworths |
| 01/04/2000 | Newport Pagnell Town | 3 | 2 | Harrowby United |
| 01/04/2000 | Northampton Vanaid | 2 | 2 | Blisworth |
| 01/04/2000 | Rothwell Corinthians | 0 | 1 | Olney Town |
| 01/04/2000 | Sharnbrook | 1 | 3 | Cottingham |
| 25/03/2000 | Burton Park Wanderers | 0 | 3 | Deeping Rangers (P) |
| 25/03/2000 | Higham Town | 0 | 1 | Daventry Town |
| 25/03/2000 | Northampton ON Cheneks | 6 | 0 | Wellingborough Whitworths |
| 25/03/2000 | Northampton Vanaid | 0 | 2 | St Ives Town |
| 25/03/2000 | Rothwell Corinthians | 2 | 0 | Blisworth |
| 25/03/2000 | Sharnbrook | 1 | 4 | Woodford United |
| 25/03/2000 | Thrapston Town | 4 | 2 | Cottingham |
| 21/03/2000 | Newport Pagnell Town | 0 | 2 | Daventry Town |
| 18/03/2000 | Blisworth | 1 | 0 | St Ives Town |
| 18/03/2000 | Cottingham | 2 | 2 | Northampton Vanaid |
| 18/03/2000 | Daventry Town | 2 | 1 | Thrapston Town |
| 18/03/2000 | Harrowby United | 1 | 1 | Burton Park Wanderers |
| 18/03/2000 | Higham Town | 2 | 2 | Northampton ON Cheneks |
| 18/03/2000 | Newport Pagnell Town | 1 | 1 | Rothwell Corinthians |
| 18/03/2000 | Olney Town | 0 | 0 | Deeping Rangers (P) |
| 18/03/2000 | Wellingborough Whitworths | 3 | 0 | Irchester United |
| 18/03/2000 | Woodford United | 3 | 0 | Sharnbrook |
| 11/03/2000 | Burton Park Wanderers | 0 | 0 | Higham Town |
| 11/03/2000 | Daventry Town | 2 | 1 | Olney Town |
| 11/03/2000 | Deeping Rangers (P) | 2 | 0 | Blisworth |
| 11/03/2000 | Irchester United | 3 | 0 | Rothwell Corinthians |
| 11/03/2000 | Northampton Vanaid | 1 | 0 | Woodford United |
| 11/03/2000 | Sharnbrook | 2 | 1 | Northampton ON Cheneks |
| 11/03/2000 | St Ives Town | 1 | 2 | Cottingham |
| 11/03/2000 | Thrapston Town | 0 | 1 | Newport Pagnell Town |
| 11/03/2000 | Wellingborough Whitworths | 0 | 5 | Harrowby United |
| 04/03/2000 | Blisworth | 0 | 0 | Daventry Town |
| 04/03/2000 | Burton Park Wanderers | 3 | 1 | Sharnbrook |
| 04/03/2000 | Cottingham | 1 | 0 | Deeping Rangers (P) |
| 04/03/2000 | Harrowby United | 7 | 0 | Irchester United |
| 04/03/2000 | Newport Pagnell Town | 4 | 1 | Wellingborough Whitworths |
| 04/03/2000 | Olney Town | 0 | 0 | Northampton Vanaid |
| 04/03/2000 | Rothwell Corinthians | 2 | 5 | Thrapston Town |
| 04/03/2000 | St Ives Town | 4 | 0 | Higham Town |
| 04/03/2000 | Woodford United | 3 | 0 | Northampton ON Cheneks |
| 26/02/2000 | Burton Park Wanderers | 1 | 2 | Northampton ON Cheneks |
| 26/02/2000 | Harrowby United | 2 | 2 | Northampton Vanaid |
| 26/02/2000 | Irchester United | 1 | 3 | Deeping Rangers (P) |
| 26/02/2000 | Newport Pagnell Town | 6 | 1 | Sharnbrook |
| 26/02/2000 | Olney Town | 0 | 0 | Higham Town |
| 26/02/2000 | Rothwell Corinthians | 2 | 0 | St Ives Town |
| 26/02/2000 | Wellingborough Whitworths | 0 | 2 | Blisworth |
| 26/02/2000 | Woodford United | 2 | 4 | Thrapston Town |
| 19/02/2000 | Cottingham | 2 | 0 | Burton Park Wanderers |
| 19/02/2000 | Daventry Town | 5 | 1 | Irchester United |
| 19/02/2000 | Newport Pagnell Town | 2 | 1 | Higham Town |
| 19/02/2000 | Northampton Vanaid | 6 | 0 | Northampton ON Cheneks |
| 19/02/2000 | Rothwell Corinthians | 0 | 0 | Deeping Rangers (P) |
| 19/02/2000 | Sharnbrook | 1 | 4 | Blisworth |
| 19/02/2000 | St Ives Town | 3 | 1 | Olney Town |
| 19/02/2000 | Thrapston Town | 0 | 2 | Wellingborough Whitworths |
| 19/02/2000 | Woodford United | 2 | 1 | Harrowby United |
| 12/02/2000 | Blisworth | 3 | 1 | Newport Pagnell Town |
| 12/02/2000 | Burton Park Wanderers | 1 | 1 | St Ives Town |
| 12/02/2000 | Cottingham | 4 | 0 | Northampton ON Cheneks |
| 12/02/2000 | Deeping Rangers (P) | 1 | 1 | Thrapston Town |
| 12/02/2000 | Harrowby United | 0 | 4 | Daventry Town |
| 12/02/2000 | Higham Town | 1 | 0 | Sharnbrook |
| 12/02/2000 | Irchester United | 2 | 0 | Northampton Vanaid |
| 12/02/2000 | Olney Town | 1 | 2 | Woodford United |
| 12/02/2000 | Wellingborough Whitworths | 1 | 0 | Rothwell Corinthians |
| 05/02/2000 | Blisworth | 2 | 1 | Thrapston Town |
| 05/02/2000 | Burton Park Wanderers | 1 | 2 | Olney Town |
| 05/02/2000 | Harrowby United | 6 | 0 | Sharnbrook |
| 05/02/2000 | Newport Pagnell Town | 2 | 0 | St Ives Town |
| 05/02/2000 | Northampton ON Cheneks | 2 | 0 | Higham Town |
| 05/02/2000 | Northampton Vanaid | 0 | 1 | Deeping Rangers (P) |
| 05/02/2000 | Woodford United | 3 | 0 | Irchester United |
| 29/01/2000 | Burton Park Wanderers | 2 | 0 | Daventry Town |
| 29/01/2000 | Higham Town | 3 | 4 | Rothwell Corinthians |
| 29/01/2000 | Newport Pagnell Town | 2 | 0 | Irchester United |
| 29/01/2000 | Olney Town | 3 | 1 | Blisworth |
| 29/01/2000 | Sharnbrook | 1 | 4 | Northampton Vanaid |
| 29/01/2000 | Thrapston Town | 1 | 1 | Harrowby United |
| 29/01/2000 | Wellingborough Whitworths | 1 | 1 | Deeping Rangers (P) |
| 29/01/2000 | Woodford United | 1 | 4 | Cottingham |
| 22/01/2000 | Blisworth | 2 | 3 | Burton Park Wanderers |
| 22/01/2000 | Cottingham | 0 | 0 | Thrapston Town |
| 22/01/2000 | Deeping Rangers (P) | 5 | 0 | Higham Town |
| 22/01/2000 | Harrowby United | 4 | 1 | Wellingborough Whitworths |
| 22/01/2000 | Irchester United | 1 | 5 | St Ives Town |
| 22/01/2000 | Northampton ON Cheneks | 3 | 3 | Woodford United |
| 22/01/2000 | Northampton Vanaid | 0 | 3 | Newport Pagnell Town |
| 22/01/2000 | Rothwell Corinthians | 0 | 1 | Sharnbrook |
| 15/01/2000 | Harrowby United | 1 | 1 | Blisworth |
| 15/01/2000 | Newport Pagnell Town | 2 | 2 | Cottingham |
| 15/01/2000 | Northampton ON Cheneks | 0 | 1 | Thrapston Town |
| 15/01/2000 | Northampton Vanaid | 2 | 0 | Burton Park Wanderers |
| 15/01/2000 | Olney Town | 2 | 0 | Irchester United |
| 15/01/2000 | St Ives Town | 1 | 3 | Daventry Town |
| 15/01/2000 | Woodford United | 0 | 0 | Deeping Rangers (P) |
| 08/01/2000 | Blisworth | 1 | 1 | Deeping Rangers (P) |
| 08/01/2000 | Northampton ON Cheneks | 2 | 0 | Irchester United |
| 08/01/2000 | Northampton Vanaid | 0 | 2 | Thrapston Town |
| 08/01/2000 | Olney Town | 3 | 2 | St Ives Town |
| 08/01/2000 | Sharnbrook | 0 | 5 | Harrowby United |
| 08/01/2000 | Woodford United | 7 | 1 | Higham Town |
| 27/12/1999 | Blisworth | 3 | 0 | Northampton ON Cheneks |
| 27/12/1999 | Burton Park Wanderers | 1 | 1 | Thrapston Town |
| 27/12/1999 | Daventry Town | 2 | 3 | Woodford United |
| 27/12/1999 | Harrowby United | 0 | 0 | Deeping Rangers (P) |
| 27/12/1999 | Irchester United | 1 | 1 | Higham Town |
| 27/12/1999 | Olney Town | 2 | 0 | Newport Pagnell Town |
| 27/12/1999 | Rothwell Corinthians | 0 | 6 | Cottingham |
| 27/12/1999 | Wellingborough Whitworths | 0 | 0 | Northampton Vanaid |
| 18/12/1999 | Burton Park Wanderers | 3 | 2 | Newport Pagnell Town |
| 18/12/1999 | Daventry Town | 7 | 1 | Northampton Vanaid |
| 18/12/1999 | Deeping Rangers (P) | 2 | 2 | Rothwell Corinthians |
| 18/12/1999 | Harrowby United | 1 | 0 | Woodford United |
| 18/12/1999 | Higham Town | 3 | 3 | Blisworth |
| 18/12/1999 | Irchester United | 0 | 3 | Cottingham |
| 18/12/1999 | Northampton ON Cheneks | 2 | 0 | Olney Town |
| 18/12/1999 | Thrapston Town | 3 | 0 | Sharnbrook |
| 18/12/1999 | Wellingborough Whitworths | 1 | 3 | St Ives Town |
| 11/12/1999 | Sharnbrook | 0 | 6 | Daventry Town |
| 11/12/1999 | Thrapston Town | 1 | 0 | St Ives Town |
| 04/12/1999 | Blisworth | 2 | 2 | Sharnbrook |
| 04/12/1999 | Daventry Town | 4 | 0 | Rothwell Corinthians |
| 04/12/1999 | Deeping Rangers (P) | 3 | 2 | Olney Town |
| 04/12/1999 | Harrowby United | 1 | 1 | Thrapston Town |
| 04/12/1999 | Higham Town | 1 | 1 | Cottingham |
| 04/12/1999 | Northampton ON Cheneks | 3 | 5 | Newport Pagnell Town |
| 04/12/1999 | St Ives Town | 6 | 0 | Irchester United |
| 04/12/1999 | Wellingborough Whitworths | 0 | 2 | Burton Park Wanderers |
| 04/12/1999 | Woodford United | 5 | 2 | Northampton Vanaid |
| 27/11/1999 | Burton Park Wanderers | 5 | 0 | Irchester United |
| 27/11/1999 | Cottingham | 4 | 0 | Blisworth |
| 27/11/1999 | Harrowby United | 2 | 0 | Higham Town |
| 27/11/1999 | Northampton ON Cheneks | 4 | 3 | Deeping Rangers (P) |
| 27/11/1999 | Northampton Vanaid | 3 | 0 | Daventry Town |
| 27/11/1999 | Olney Town | 1 | 2 | Wellingborough Whitworths |
| 27/11/1999 | St Ives Town | 3 | 2 | Newport Pagnell Town |
| 27/11/1999 | Thrapston Town | 5 | 0 | Woodford United |
| 20/11/1999 | Blisworth | 5 | 3 | Olney Town |
| 20/11/1999 | Harrowby United | 3 | 2 | Newport Pagnell Town |
| 20/11/1999 | Higham Town | 1 | 5 | St Ives Town |
| 20/11/1999 | Irchester United | 0 | 1 | Northampton ON Cheneks |
| 20/11/1999 | Sharnbrook | 0 | 3 | Deeping Rangers (P) |
| 13/11/1999 | Cottingham | 11 | 1 | Higham Town |
| 13/11/1999 | Daventry Town | 2 | 0 | Blisworth |
| 13/11/1999 | Deeping Rangers (P) | 3 | 0 | St Ives Town |
| 13/11/1999 | Irchester United | 2 | 3 | Thrapston Town |
| 13/11/1999 | Northampton ON Cheneks | 2 | 6 | Burton Park Wanderers |
| 13/11/1999 | Northampton Vanaid | 0 | 1 | Harrowby United |
| 13/11/1999 | Rothwell Corinthians | 2 | 0 | Wellingborough Whitworths |
| 06/11/1999 | Blisworth | 1 | 2 | Northampton Vanaid |
| 06/11/1999 | Deeping Rangers (P) | 1 | 2 | Burton Park Wanderers |
| 06/11/1999 | Harrowby United | 7 | 0 | Northampton ON Cheneks |
| 06/11/1999 | Higham Town | 0 | 3 | Newport Pagnell Town |
| 06/11/1999 | Sharnbrook | 2 | 2 | Irchester United |
| 06/11/1999 | Thrapston Town | 5 | 1 | Daventry Town |
| 06/11/1999 | Wellingborough Whitworths | 2 | 3 | Cottingham |
| 06/11/1999 | Woodford United | 5 | 0 | Rothwell Corinthians |
| 30/10/1999 | Burton Park Wanderers | 0 | 1 | Woodford United |
| 30/10/1999 | Harrowby United | 5 | 0 | Olney Town |
| 30/10/1999 | Higham Town | 1 | 1 | Wellingborough Whitworths |
| 30/10/1999 | Irchester United | 2 | 1 | Sharnbrook |
| 30/10/1999 | Newport Pagnell Town | 2 | 2 | Northampton Vanaid |
| 30/10/1999 | Northampton ON Cheneks | 2 | 3 | Cottingham |
| 30/10/1999 | St Ives Town | 3 | 3 | Rothwell Corinthians |
| 23/10/1999 | Deeping Rangers (P) | 5 | 0 | Newport Pagnell Town |
| 23/10/1999 | Harrowby United | 2 | 0 | St Ives Town |
| 23/10/1999 | Higham Town | 1 | 4 | Olney Town |
| 16/10/1999 | Burton Park Wanderers | 3 | 4 | Wellingborough Whitworths |
| 16/10/1999 | Daventry Town | 2 | 1 | Newport Pagnell Town |
| 16/10/1999 | Harrowby United | 1 | 2 | Rothwell Corinthians |
| 16/10/1999 | Higham Town | 1 | 6 | Deeping Rangers (P) |
| 16/10/1999 | Irchester United | 1 | 2 | Woodford United |
| 16/10/1999 | Northampton Vanaid | 1 | 1 | Olney Town |
| 16/10/1999 | Thrapston Town | 2 | 0 | Blisworth |
| 09/10/1999 | Blisworth | 2 | 1 | Wellingborough Whitworths |
| 09/10/1999 | Daventry Town | 0 | 1 | Harrowby United |
| 09/10/1999 | Deeping Rangers (P) | 1 | 0 | Cottingham |
| 09/10/1999 | Higham Town | 1 | 4 | Woodford United |
| 09/10/1999 | Newport Pagnell Town | 5 | 1 | Northampton ON Cheneks |
| 09/10/1999 | Olney Town | 1 | 3 | Rothwell Corinthians |
| 09/10/1999 | Sharnbrook | 1 | 1 | Burton Park Wanderers |
| 09/10/1999 | Thrapston Town | 1 | 0 | Irchester United |
| 02/10/1999 | Cottingham | 3 | 0 | Olney Town |
| 02/10/1999 | Irchester United | 0 | 3 | Blisworth |
| 02/10/1999 | Northampton ON Cheneks | 0 | 2 | Sharnbrook |
| 02/10/1999 | Rothwell Corinthians | 0 | 0 | Newport Pagnell Town |
| 02/10/1999 | St Ives Town | 0 | 2 | Northampton Vanaid |
| 02/10/1999 | Wellingborough Whitworths | 1 | 3 | Thrapston Town |
| 02/10/1999 | Woodford United | 0 | 4 | Burton Park Wanderers |
| 25/09/1999 | Blisworth | 0 | 1 | Cottingham |
| 25/09/1999 | Daventry Town | 0 | 2 | St Ives Town |
| 25/09/1999 | Deeping Rangers (P) | 2 | 2 | Wellingborough Whitworths |
| 25/09/1999 | Irchester United | 1 | 6 | Harrowby United |
| 25/09/1999 | Newport Pagnell Town | 3 | 2 | Woodford United |
| 25/09/1999 | Northampton Vanaid | 4 | 2 | Higham Town |
| 25/09/1999 | Olney Town | 3 | 0 | Burton Park Wanderers |
| 25/09/1999 | Sharnbrook | 2 | 2 | Rothwell Corinthians |
| 25/09/1999 | Thrapston Town | 4 | 1 | Northampton ON Cheneks |
| 18/09/1999 | Cottingham | 4 | 2 | Newport Pagnell Town |
| 18/09/1999 | Higham Town | 2 | 5 | Burton Park Wanderers |
| 18/09/1999 | Northampton ON Cheneks | 1 | 5 | Northampton Vanaid |
| 18/09/1999 | Rothwell Corinthians | 0 | 2 | Daventry Town |
| 18/09/1999 | St Ives Town | 3 | 1 | Blisworth |
| 18/09/1999 | Thrapston Town | 4 | 0 | Olney Town |
| 18/09/1999 | Wellingborough Whitworths | 3 | 0 | Sharnbrook |
| 11/09/1999 | Blisworth | 3 | 3 | Rothwell Corinthians |
| 11/09/1999 | Cottingham | 10 | 0 | Woodford United |
| 11/09/1999 | Daventry Town | 1 | 1 | Sharnbrook |
| 11/09/1999 | Deeping Rangers (P) | 5 | 0 | Irchester United |
| 11/09/1999 | Northampton ON Cheneks | 0 | 1 | Harrowby United |
| 04/09/1999 | Burton Park Wanderers | 3 | 1 | Blisworth |
| 04/09/1999 | Higham Town | 0 | 5 | Harrowby United |
| 04/09/1999 | Newport Pagnell Town | 0 | 3 | Deeping Rangers (P) |
| 04/09/1999 | Northampton Vanaid | 0 | 1 | Cottingham |
| 04/09/1999 | Olney Town | 2 | 3 | Daventry Town |
| 04/09/1999 | Rothwell Corinthians | 2 | 2 | Irchester United |
| 04/09/1999 | Sharnbrook | 1 | 5 | Thrapston Town |
| 04/09/1999 | Wellingborough Whitworths | 2 | 1 | Northampton ON Cheneks |
| 04/09/1999 | Woodford United | 1 | 4 | St Ives Town |
| 28/08/1999 | Blisworth | 2 | 0 | Higham Town |
| 28/08/1999 | Cottingham | 4 | 0 | Sharnbrook |
| 28/08/1999 | Daventry Town | 1 | 0 | Wellingborough Whitworths |
| 28/08/1999 | Deeping Rangers (P) | 3 | 0 | Northampton ON Cheneks |
| 28/08/1999 | Newport Pagnell Town | 2 | 1 | Burton Park Wanderers |
| 28/08/1999 | Northampton Vanaid | 3 | 0 | Irchester United |
| 28/08/1999 | Olney Town | 1 | 3 | Harrowby United |
| 28/08/1999 | Rothwell Corinthians | 2 | 2 | Woodford United |
| 28/08/1999 | St Ives Town | 1 | 3 | Thrapston Town |
| 24/08/1999 | Daventry Town | 0 | 1 | Cottingham |
| 24/08/1999 | Irchester United | 1 | 2 | Burton Park Wanderers |
| 24/08/1999 | Newport Pagnell Town | 0 | 0 | Blisworth |
| 24/08/1999 | Rothwell Corinthians | 2 | 1 | Northampton Vanaid |
| 24/08/1999 | Sharnbrook | 4 | 1 | Higham Town |
| 24/08/1999 | St Ives Town | 1 | 1 | Harrowby United |
| 24/08/1999 | Thrapston Town | 1 | 2 | Deeping Rangers (P) |
| 24/08/1999 | Wellingborough Whitworths | 2 | 6 | Olney Town |
| 21/08/1999 | Burton Park Wanderers | 0 | 0 | Harrowby United |
| 21/08/1999 | Cottingham | 2 | 2 | St Ives Town |
| 21/08/1999 | Deeping Rangers (P) | 3 | 1 | Northampton Vanaid |
| 20/08/1999 | Irchester United | 0 | 2 | Daventry Town |
| 20/08/1999 | Northampton ON Cheneks | 0 | 1 | Rothwell Corinthians |
| 20/08/1999 | Sharnbrook | 2 | 0 | Newport Pagnell Town |
| 20/08/1999 | Thrapston Town | 1 | 2 | Higham Town |
| 20/08/1999 | Woodford United | 4 | 5 | Olney Town |
| 18/08/1999 | Northampton ON Cheneks | 0 | 3 | Daventry Town |
| 17/08/1999 | Burton Park Wanderers | 0 | 3 | Northampton Vanaid |
| 17/08/1999 | Cottingham | 2 | 2 | Harrowby United |
| 17/08/1999 | Irchester United | 0 | 4 | Newport Pagnell Town |
| 17/08/1999 | Sharnbrook | 2 | 1 | Olney Town |
| 17/08/1999 | St Ives Town | 0 | 0 | Deeping Rangers (P) |
| 17/08/1999 | Thrapston Town | 7 | 1 | Rothwell Corinthians |
| 17/08/1999 | Woodford United | 1 | 3 | Blisworth |
| 14/08/1999 | Blisworth | 1 | 0 | Harrowby United |
| 14/08/1999 | Cottingham | 1 | 2 | Irchester United |
| 14/08/1999 | Daventry Town | 0 | 0 | Burton Park Wanderers |
| 14/08/1999 | Deeping Rangers (P) | 1 | 0 | Woodford United |
| 14/08/1999 | Newport Pagnell Town | 4 | 0 | Thrapston Town |
| 14/08/1999 | Northampton Vanaid | 1 | 1 | Sharnbrook |
| 14/08/1999 | Olney Town | 3 | 0 | Northampton ON Cheneks |
| 14/08/1999 | Rothwell Corinthians | 2 | 3 | Higham Town |
| 14/08/1999 | St Ives Town | 5 | 0 | Wellingborough Whitworths |