| Essex Senior League | ||||
| Date | Home | H | A | Away |
| 06/05/1999 | Hullbridge Sports | 1 | 2 | Bowers United |
| 01/05/1999 | Bowers United | 2 | 0 | Saffron Waldon Town |
| 01/05/1999 | Brentwood | 1 | 2 | Ilford |
| 01/05/1999 | Burnham Ramblers | 4 | 0 | Sawbridgeworth Town |
| 01/05/1999 | Great Wakering Rovers | 3 | 1 | Eton Manor |
| 01/05/1999 | Southend Manor | 6 | 1 | East Ham United |
| 29/04/1999 | Hullbridge Sports | 1 | 3 | Southend Manor |
| 28/04/1999 | Bowers United | 1 | 2 | Basildon United |
| 28/04/1999 | Eton Manor | 6 | 0 | Stansted |
| 26/04/1999 | Eton Manor | 3 | 1 | Sawbridgeworth Town |
| 24/04/1999 | Basildon United | 0 | 3 | Bowers United |
| 24/04/1999 | Brentwood | 2 | 3 | Saffron Waldon Town |
| 24/04/1999 | Burnham Ramblers | 2 | 3 | Great Wakering Rovers |
| 24/04/1999 | East Ham United | 0 | 7 | Hullbridge Sports |
| 24/04/1999 | Sawbridgeworth Town | 1 | 7 | Ilford |
| 22/04/1999 | Stansted | 1 | 11 | Bowers United |
| 21/04/1999 | Eton Manor | 0 | 2 | Great Wakering Rovers |
| 20/04/1999 | Basildon United | 1 | 1 | Concord Rangers |
| 20/04/1999 | Stansted | 5 | 1 | Brentwood |
| 19/04/1999 | Ilford | 0 | 2 | Hullbridge Sports |
| 14/04/1999 | Eton Manor | 2 | 3 | Basildon United |
| 12/04/1999 | Ilford | 5 | 1 | Southend Manor |
| 10/04/1999 | Bowers United | 1 | 0 | Burnham Ramblers |
| 10/04/1999 | East Ham United | 2 | 1 | Concord Rangers |
| 10/04/1999 | Great Wakering Rovers | 1 | 0 | Sawbridgeworth Town |
| 10/04/1999 | Ilford | 1 | 4 | Stansted |
| 10/04/1999 | Southend Manor | 2 | 0 | Saffron Waldon Town |
| 05/04/1999 | Brentwood | 3 | 2 | Eton Manor |
| 05/04/1999 | Concord Rangers | 0 | 4 | Bowers United |
| 05/04/1999 | East Ham United | 1 | 1 | Ilford |
| 05/04/1999 | Great Wakering Rovers | 3 | 1 | Southend Manor |
| 05/04/1999 | Hullbridge Sports | 4 | 1 | Basildon United |
| 05/04/1999 | Saffron Waldon Town | 3 | 2 | Burnham Ramblers |
| 05/04/1999 | Stansted | 0 | 1 | Sawbridgeworth Town |
| 03/04/1999 | Hullbridge Sports | 0 | 3 | Burnham Ramblers |
| 31/03/1999 | Bowers United | 4 | 0 | Brentwood |
| 31/03/1999 | Eton Manor | 4 | 2 | Hullbridge Sports |
| 30/03/1999 | Concord Rangers | 1 | 2 | Ilford |
| 30/03/1999 | Sawbridgeworth Town | 1 | 3 | Great Wakering Rovers |
| 30/03/1999 | Stansted | 6 | 2 | East Ham United |
| 27/03/1999 | Basildon United | 1 | 2 | Brentwood |
| 27/03/1999 | Concord Rangers | 1 | 1 | Burnham Ramblers |
| 27/03/1999 | East Ham United | 0 | 4 | Bowers United |
| 27/03/1999 | Saffron Waldon Town | 1 | 0 | Sawbridgeworth Town |
| 27/03/1999 | Stansted | 2 | 1 | Great Wakering Rovers |
| 24/03/1999 | Burnham Ramblers | 0 | 2 | Bowers United |
| 24/03/1999 | Eton Manor | 1 | 2 | Ilford |
| 23/03/1999 | Basildon United | 0 | 1 | Saffron Waldon Town |
| 23/03/1999 | Hullbridge Sports | 0 | 2 | Concord Rangers |
| 23/03/1999 | Sawbridgeworth Town | 1 | 1 | East Ham United |
| 20/03/1999 | Bowers United | 3 | 1 | Eton Manor |
| 20/03/1999 | Brentwood | 1 | 4 | Concord Rangers |
| 20/03/1999 | Burnham Ramblers | 4 | 0 | Stansted |
| 20/03/1999 | East Ham United | 1 | 8 | Saffron Waldon Town |
| 20/03/1999 | Great Wakering Rovers | 3 | 1 | Hullbridge Sports |
| 20/03/1999 | Ilford | 1 | 0 | Basildon United |
| 20/03/1999 | Southend Manor | 1 | 1 | Sawbridgeworth Town |
| 17/03/1999 | Bowers United | 2 | 1 | Concord Rangers |
| 16/03/1999 | Basildon United | 0 | 2 | Southend Manor |
| 16/03/1999 | Hullbridge Sports | 1 | 0 | Brentwood |
| 16/03/1999 | Saffron Waldon Town | 3 | 3 | Eton Manor |
| 16/03/1999 | Sawbridgeworth Town | 2 | 1 | Stansted |
| 13/03/1999 | Brentwood | 0 | 0 | Basildon United |
| 13/03/1999 | Concord Rangers | 1 | 2 | Southend Manor |
| 13/03/1999 | East Ham United | 2 | 4 | Burnham Ramblers |
| 13/03/1999 | Sawbridgeworth Town | 0 | 0 | Eton Manor |
| 10/03/1999 | Bowers United | 9 | 0 | East Ham United |
| 09/03/1999 | Concord Rangers | 0 | 0 | Saffron Waldon Town |
| 09/03/1999 | Sawbridgeworth Town | 1 | 2 | Basildon United |
| 09/03/1999 | Southend Manor | 7 | 0 | Stansted |
| 06/03/1999 | East Ham United | 2 | 6 | Great Wakering Rovers |
| 06/03/1999 | Southend Manor | 4 | 1 | Brentwood |
| 02/03/1999 | Concord Rangers | 0 | 0 | Hullbridge Sports |
| 02/03/1999 | Southend Manor | 2 | 2 | Great Wakering Rovers |
| 02/03/1999 | Stansted | 2 | 4 | Basildon United |
| 01/03/1999 | Ilford | 2 | 5 | Bowers United |
| 27/02/1999 | Basildon United | 1 | 1 | Burnham Ramblers |
| 27/02/1999 | Bowers United | 1 | 0 | Sawbridgeworth Town |
| 27/02/1999 | Brentwood | 1 | 1 | East Ham United |
| 27/02/1999 | Great Wakering Rovers | 2 | 1 | Ilford |
| 27/02/1999 | Hullbridge Sports | 0 | 2 | Saffron Waldon Town |
| 27/02/1999 | Stansted | 0 | 4 | Concord Rangers |
| 24/02/1999 | Eton Manor | 0 | 0 | Southend Manor |
| 23/02/1999 | Hullbridge Sports | 1 | 2 | Great Wakering Rovers |
| 23/02/1999 | Stansted | 1 | 5 | Saffron Waldon Town |
| 20/02/1999 | Basildon United | 1 | 4 | Great Wakering Rovers |
| 20/02/1999 | Burnham Ramblers | 1 | 2 | Ilford |
| 20/02/1999 | Concord Rangers | 3 | 2 | Eton Manor |
| 20/02/1999 | East Ham United | 1 | 2 | Stansted |
| 20/02/1999 | Saffron Waldon Town | 1 | 1 | Bowers United |
| 20/02/1999 | Sawbridgeworth Town | 0 | 3 | Brentwood |
| 20/02/1999 | Southend Manor | 1 | 0 | Hullbridge Sports |
| 16/02/1999 | Basildon United | 5 | 0 | East Ham United |
| 16/02/1999 | Great Wakering Rovers | 1 | 3 | Bowers United |
| 16/02/1999 | Stansted | 0 | 3 | Hullbridge Sports |
| 13/02/1999 | Brentwood | 0 | 0 | Southend Manor |
| 10/02/1999 | Bowers United | 1 | 0 | Ilford |
| 09/02/1999 | Basildon United | 1 | 0 | Hullbridge Sports |
| 06/02/1999 | Brentwood | 0 | 5 | Bowers United |
| 06/02/1999 | Burnham Ramblers | 0 | 0 | Southend Manor |
| 06/02/1999 | East Ham United | 0 | 1 | Basildon United |
| 06/02/1999 | Great Wakering Rovers | 2 | 0 | Concord Rangers |
| 06/02/1999 | Hullbridge Sports | 2 | 1 | Stansted |
| 06/02/1999 | Ilford | 0 | 2 | Saffron Waldon Town |
| 02/02/1999 | Saffron Waldon Town | 2 | 0 | Brentwood |
| 30/01/1999 | Bowers United | 3 | 0 | Southend Manor |
| 30/01/1999 | Saffron Waldon Town | 1 | 0 | Great Wakering Rovers |
| 30/01/1999 | Sawbridgeworth Town | 0 | 1 | Burnham Ramblers |
| 27/01/1999 | Eton Manor | 0 | 2 | East Ham United |
| 26/01/1999 | Great Wakering Rovers | 0 | 0 | Burnham Ramblers |
| 23/01/1999 | Brentwood | 1 | 1 | Sawbridgeworth Town |
| 23/01/1999 | Hullbridge Sports | 6 | 2 | Eton Manor |
| 23/01/1999 | Saffron Waldon Town | 1 | 0 | Ilford |
| 16/01/1999 | Saffron Waldon Town | 2 | 2 | Basildon United |
| 16/01/1999 | Sawbridgeworth Town | 3 | 0 | Concord Rangers |
| 09/01/1999 | East Ham United | 2 | 7 | Brentwood |
| 02/01/1999 | Stansted | 2 | 6 | Ilford |
| 26/12/1998 | Brentwood | 1 | 1 | Burnham Ramblers |
| 26/12/1998 | Ilford | 3 | 3 | East Ham United |
| 12/12/1998 | Burnham Ramblers | 4 | 1 | Concord Rangers |
| 12/12/1998 | Saffron Waldon Town | 1 | 0 | East Ham United |
| 12/12/1998 | Sawbridgeworth Town | 1 | 3 | Southend Manor |
| 12/12/1998 | Stansted | 2 | 2 | Eton Manor |
| 08/12/1998 | Burnham Ramblers | 1 | 2 | Basildon United |
| 08/12/1998 | Concord Rangers | 4 | 3 | Stansted |
| 05/12/1998 | Basildon United | 4 | 0 | Ilford |
| 05/12/1998 | Burnham Ramblers | 2 | 2 | Saffron Waldon Town |
| 05/12/1998 | Great Wakering Rovers | 4 | 0 | Stansted |
| 05/12/1998 | Hullbridge Sports | 1 | 1 | Sawbridgeworth Town |
| 05/12/1998 | Southend Manor | 5 | 1 | Concord Rangers |
| 02/12/1998 | Eton Manor | 1 | 2 | Brentwood |
| 28/11/1998 | Southend Manor | 1 | 8 | Burnham Ramblers |
| 21/11/1998 | Brentwood | 0 | 3 | Great Wakering Rovers |
| 21/11/1998 | Burnham Ramblers | 2 | 0 | East Ham United |
| 21/11/1998 | Southend Manor | 1 | 1 | Basildon United |
| 14/11/1998 | Ilford | 1 | 4 | Burnham Ramblers |
| 11/11/1998 | Eton Manor | 0 | 1 | Concord Rangers |
| 07/11/1998 | Concord Rangers | 0 | 6 | Great Wakering Rovers |
| 07/11/1998 | Southend Manor | 2 | 1 | Eton Manor |
| 31/10/1998 | Saffron Waldon Town | 0 | 0 | Hullbridge Sports |
| 24/10/1998 | East Ham United | 3 | 0 | Sawbridgeworth Town |
| 24/10/1998 | Ilford | 3 | 0 | Eton Manor |
| 17/10/1998 | Concord Rangers | 2 | 2 | Brentwood |
| 17/10/1998 | Great Wakering Rovers | 6 | 1 | East Ham United |
| 17/10/1998 | Hullbridge Sports | 1 | 2 | Ilford |
| 17/10/1998 | Sawbridgeworth Town | 0 | 2 | Saffron Waldon Town |
| 17/10/1998 | Stansted | 0 | 7 | Burnham Ramblers |
| 14/10/1998 | Eton Manor | 0 | 3 | Bowers United |
| 26/09/1998 | Basildon United | 3 | 0 | Sawbridgeworth Town |
| 26/09/1998 | Bowers United | 1 | 1 | Stansted |
| 26/09/1998 | Brentwood | 1 | 6 | Hullbridge Sports |
| 26/09/1998 | Burnham Ramblers | 4 | 1 | Eton Manor |
| 26/09/1998 | Concord Rangers | 1 | 0 | East Ham United |
| 26/09/1998 | Ilford | 1 | 5 | Great Wakering Rovers |
| 26/09/1998 | Saffron Waldon Town | 0 | 0 | Southend Manor |
| 09/09/1998 | Eton Manor | 0 | 2 | Burnham Ramblers |
| 31/08/1998 | Concord Rangers | 0 | 3 | Basildon United |
| 31/08/1998 | Great Wakering Rovers | 3 | 0 | Brentwood |
| 31/08/1998 | Hullbridge Sports | 1 | 2 | East Ham United |
| 31/08/1998 | Saffron Waldon Town | 2 | 0 | Stansted |
| 31/08/1998 | Sawbridgeworth Town | 1 | 1 | Bowers United |
| 31/08/1998 | Southend Manor | 0 | 3 | Ilford |
| 29/08/1998 | Basildon United | 4 | 1 | Stansted |
| 29/08/1998 | Burnham Ramblers | 2 | 1 | Brentwood |
| 29/08/1998 | East Ham United | 4 | 3 | Eton Manor |
| 29/08/1998 | Great Wakering Rovers | 2 | 3 | Saffron Waldon Town |
| 29/08/1998 | Ilford | 1 | 1 | Concord Rangers |
| 29/08/1998 | Sawbridgeworth Town | 1 | 0 | Hullbridge Sports |
| 29/08/1998 | Southend Manor | 0 | 2 | Bowers United |
| 26/08/1998 | Bowers United | 3 | 2 | Hullbridge Sports |
| 26/08/1998 | Concord Rangers | 3 | 2 | Sawbridgeworth Town |
| 26/08/1998 | Eton Manor | 0 | 4 | Saffron Waldon Town |
| 25/08/1998 | Great Wakering Rovers | 4 | 1 | Basildon United |
| 25/08/1998 | Stansted | 3 | 3 | Southend Manor |
| 24/08/1998 | Ilford | 2 | 0 | Brentwood |
| 22/08/1998 | Basildon United | 3 | 1 | Eton Manor |
| 22/08/1998 | Bowers United | 1 | 2 | Great Wakering Rovers |
| 22/08/1998 | Brentwood | 0 | 3 | Stansted |
| 22/08/1998 | Burnham Ramblers | 1 | 0 | Hullbridge Sports |
| 22/08/1998 | East Ham United | 2 | 2 | Southend Manor |
| 22/08/1998 | Ilford | 1 | 0 | Sawbridgeworth Town |
| 22/08/1998 | Saffron Waldon Town | 0 | 0 | Concord Rangers |