| Sussex County Div One | ||||
| Date | Home | H | A | Away |
| 06/05/2000 | Eastbourne United | 2 | 3 | Eastbourne Town |
| 06/05/2000 | Redhill | 1 | 1 | Littlehampton Town |
| 06/05/2000 | Selsey | 4 | 2 | Sidley United (P) |
| 06/05/2000 | Three Bridges (P) | 0 | 1 | Burgess Hill Town |
| 06/05/2000 | Wick | 1 | 4 | East Preston |
| 05/05/2000 | Horsham YMCA | 1 | 0 | Portfield |
| 05/05/2000 | Whitehawk | 3 | 0 | Burgess Hill Town |
| 04/05/2000 | Pagham | 4 | 2 | Saltdean United |
| 03/05/2000 | Burgess Hill Town | 1 | 0 | Littlehampton Town |
| 03/05/2000 | East Preston | 0 | 4 | Horsham YMCA |
| 02/05/2000 | Pagham | 0 | 2 | Portfield |
| 02/05/2000 | Three Bridges (P) | 0 | 1 | Sidley United (P) |
| 01/05/2000 | Burgess Hill Town | 1 | 2 | Redhill |
| 01/05/2000 | East Preston | 0 | 1 | Littlehampton Town |
| 01/05/2000 | Horsham YMCA | 1 | 1 | Whitehawk |
| 01/05/2000 | Ringmer | 2 | 2 | Eastbourne Town |
| 28/04/2000 | East Preston | 1 | 2 | Saltdean United |
| 28/04/2000 | Hassocks | 1 | 0 | Eastbourne United |
| 27/04/2000 | Wick | 1 | 7 | Horsham YMCA |
| 26/04/2000 | Burgess Hill Town | 2 | 1 | Selsey |
| 24/04/2000 | Chichester City | 3 | 5 | Portfield |
| 24/04/2000 | Eastbourne Town | 1 | 1 | Langney Sports |
| 24/04/2000 | Eastbourne United | 0 | 2 | Sidley United (P) |
| 24/04/2000 | Hassocks | 0 | 1 | Burgess Hill Town |
| 24/04/2000 | Horsham YMCA | 7 | 2 | East Preston |
| 24/04/2000 | Littlehampton Town | 2 | 2 | Wick |
| 24/04/2000 | Selsey | 6 | 3 | Pagham |
| 24/04/2000 | Three Bridges (P) | 0 | 2 | Redhill |
| 24/04/2000 | Whitehawk | 1 | 1 | Saltdean United |
| 22/04/2000 | Chichester City | 1 | 1 | Eastbourne United |
| 22/04/2000 | East Preston | 2 | 0 | Whitehawk |
| 22/04/2000 | Eastbourne Town | 8 | 0 | Portfield |
| 22/04/2000 | Hassocks | 3 | 4 | Selsey |
| 22/04/2000 | Pagham | 0 | 3 | Horsham YMCA |
| 22/04/2000 | Redhill | 1 | 3 | Sidley United (P) |
| 22/04/2000 | Wick | 0 | 3 | Ringmer |
| 19/04/2000 | Eastbourne Town | 0 | 0 | Whitehawk |
| 18/04/2000 | Langney Sports | 3 | 1 | Sidley United (P) |
| 15/04/2000 | Chichester City | 1 | 2 | Ringmer |
| 15/04/2000 | East Preston | 2 | 1 | Wick |
| 15/04/2000 | Horsham YMCA | 1 | 4 | Langney Sports |
| 11/04/2000 | Burgess Hill Town | 2 | 3 | Langney Sports |
| 11/04/2000 | Horsham YMCA | 1 | 0 | Chichester City |
| 11/04/2000 | Littlehampton Town | 1 | 4 | Selsey |
| 11/04/2000 | Saltdean United | 4 | 1 | Sidley United (P) |
| 08/04/2000 | Chichester City | 0 | 4 | Littlehampton Town |
| 08/04/2000 | East Preston | 0 | 2 | Burgess Hill Town |
| 08/04/2000 | Eastbourne Town | 2 | 2 | Redhill |
| 08/04/2000 | Eastbourne United | 2 | 2 | Horsham YMCA |
| 08/04/2000 | Hassocks | 3 | 1 | Shoreham |
| 08/04/2000 | Langney Sports | 1 | 0 | Selsey |
| 08/04/2000 | Portfield | 4 | 0 | Wick |
| 08/04/2000 | Ringmer | 1 | 2 | Sidley United (P) |
| 08/04/2000 | Three Bridges (P) | 3 | 2 | Saltdean United |
| 05/04/2000 | Eastbourne Town | 1 | 1 | Saltdean United |
| 01/04/2000 | Burgess Hill Town | 3 | 1 | Saltdean United |
| 01/04/2000 | Eastbourne Town | 3 | 2 | Chichester City |
| 01/04/2000 | Eastbourne United | 2 | 2 | Selsey |
| 01/04/2000 | Hassocks | 5 | 0 | Portfield |
| 01/04/2000 | Horsham YMCA | 3 | 2 | Shoreham |
| 01/04/2000 | Langney Sports | 1 | 1 | Littlehampton Town |
| 01/04/2000 | Pagham | 2 | 1 | East Preston |
| 01/04/2000 | Sidley United (P) | 2 | 0 | Redhill |
| 01/04/2000 | Whitehawk | 2 | 1 | Wick |
| 29/03/2000 | Sidley United (P) | 1 | 3 | Whitehawk |
| 28/03/2000 | Burgess Hill Town | 1 | 0 | Horsham YMCA |
| 28/03/2000 | Langney Sports | 1 | 1 | Saltdean United |
| 28/03/2000 | Three Bridges (P) | 1 | 0 | Eastbourne Town |
| 28/03/2000 | Wick | 0 | 5 | Selsey |
| 25/03/2000 | Burgess Hill Town | 5 | 0 | Wick |
| 25/03/2000 | Chichester City | 0 | 0 | Pagham |
| 25/03/2000 | East Preston | 1 | 3 | Eastbourne United |
| 25/03/2000 | Langney Sports | 4 | 0 | Horsham YMCA |
| 25/03/2000 | Portfield | 2 | 2 | Eastbourne Town |
| 25/03/2000 | Saltdean United | 2 | 2 | Redhill |
| 25/03/2000 | Selsey | 6 | 2 | Ringmer |
| 25/03/2000 | Shoreham | 0 | 3 | Littlehampton Town |
| 25/03/2000 | Sidley United (P) | 0 | 0 | Three Bridges (P) |
| 24/03/2000 | Hassocks | 6 | 1 | Whitehawk |
| 22/03/2000 | Whitehawk | 1 | 2 | Horsham YMCA |
| 21/03/2000 | Langney Sports | 7 | 0 | Three Bridges (P) |
| 21/03/2000 | Sidley United (P) | 1 | 0 | Eastbourne United |
| 18/03/2000 | Burgess Hill Town | 5 | 1 | Shoreham |
| 18/03/2000 | Chichester City | 0 | 2 | Langney Sports |
| 18/03/2000 | Eastbourne Town | 2 | 2 | Selsey |
| 18/03/2000 | Pagham | 2 | 1 | Whitehawk |
| 18/03/2000 | Portfield | 2 | 2 | Redhill |
| 18/03/2000 | Saltdean United | 4 | 0 | Horsham YMCA |
| 18/03/2000 | Sidley United (P) | 2 | 0 | Littlehampton Town |
| 18/03/2000 | Three Bridges (P) | 1 | 1 | East Preston |
| 18/03/2000 | Wick | 3 | 2 | Eastbourne United |
| 17/03/2000 | Hassocks | 2 | 1 | Ringmer |
| 15/03/2000 | Wick | 0 | 5 | Saltdean United |
| 14/03/2000 | Burgess Hill Town | 4 | 1 | Three Bridges (P) |
| 14/03/2000 | Langney Sports | 1 | 0 | Ringmer |
| 11/03/2000 | Burgess Hill Town | 5 | 0 | Portfield |
| 11/03/2000 | Eastbourne United | 0 | 1 | Whitehawk |
| 11/03/2000 | Hassocks | 2 | 1 | Chichester City |
| 11/03/2000 | Horsham YMCA | 1 | 1 | Eastbourne Town |
| 11/03/2000 | Littlehampton Town | 1 | 0 | Pagham |
| 11/03/2000 | Redhill | 0 | 0 | Three Bridges (P) |
| 11/03/2000 | Ringmer | 5 | 2 | Shoreham |
| 11/03/2000 | Saltdean United | 1 | 2 | Langney Sports |
| 11/03/2000 | Selsey | 5 | 1 | Wick |
| 11/03/2000 | Sidley United (P) | 2 | 2 | East Preston |
| 08/03/2000 | Selsey | 1 | 0 | Horsham YMCA |
| 04/03/2000 | Chichester City | 1 | 1 | Horsham YMCA |
| 04/03/2000 | Eastbourne Town | 1 | 2 | Burgess Hill Town |
| 04/03/2000 | Hassocks | 2 | 1 | Wick |
| 04/03/2000 | Littlehampton Town | 2 | 2 | Saltdean United |
| 04/03/2000 | Pagham | 0 | 1 | Langney Sports |
| 04/03/2000 | Portfield | 1 | 6 | Three Bridges (P) |
| 04/03/2000 | Ringmer | 1 | 5 | Redhill |
| 04/03/2000 | Selsey | 3 | 1 | Eastbourne United |
| 04/03/2000 | Shoreham | 2 | 2 | Whitehawk |
| 01/03/2000 | East Preston | 3 | 0 | Pagham |
| 29/02/2000 | Langney Sports | 2 | 1 | Shoreham |
| 29/02/2000 | Saltdean United | 6 | 2 | Eastbourne United |
| 26/02/2000 | Eastbourne United | 1 | 0 | Ringmer |
| 26/02/2000 | Horsham YMCA | 1 | 2 | Hassocks |
| 26/02/2000 | Redhill | 1 | 2 | Selsey |
| 26/02/2000 | Saltdean United | 4 | 0 | Portfield |
| 26/02/2000 | Shoreham | 0 | 3 | East Preston |
| 26/02/2000 | Sidley United (P) | 1 | 2 | Pagham |
| 26/02/2000 | Three Bridges (P) | 3 | 2 | Chichester City |
| 26/02/2000 | Wick | 1 | 5 | Eastbourne Town |
| 22/02/2000 | East Preston | 3 | 0 | Portfield |
| 22/02/2000 | Saltdean United | 3 | 1 | Whitehawk |
| 19/02/2000 | Burgess Hill Town | 1 | 0 | Whitehawk |
| 19/02/2000 | Chichester City | 2 | 2 | Sidley United (P) |
| 19/02/2000 | East Preston | 0 | 0 | Langney Sports |
| 19/02/2000 | Eastbourne Town | 3 | 2 | Horsham YMCA |
| 19/02/2000 | Eastbourne United | 5 | 4 | Portfield |
| 19/02/2000 | Selsey | 0 | 1 | Saltdean United |
| 19/02/2000 | Shoreham | 1 | 2 | Redhill |
| 19/02/2000 | Three Bridges (P) | 1 | 0 | Hassocks |
| 18/02/2000 | Wick | 0 | 1 | Littlehampton Town |
| 15/02/2000 | Redhill | 0 | 1 | Horsham YMCA |
| 12/02/2000 | Selsey | 2 | 2 | Burgess Hill Town |
| 05/02/2000 | Burgess Hill Town | 5 | 1 | Chichester City |
| 05/02/2000 | East Preston | 2 | 0 | Hassocks |
| 05/02/2000 | Redhill | 2 | 1 | Pagham |
| 05/02/2000 | Ringmer | 2 | 2 | Littlehampton Town |
| 05/02/2000 | Selsey | 2 | 0 | Eastbourne Town |
| 05/02/2000 | Sidley United (P) | 1 | 1 | Horsham YMCA |
| 05/02/2000 | Three Bridges (P) | 0 | 1 | Eastbourne United |
| 05/02/2000 | Whitehawk | 5 | 1 | Portfield |
| 05/02/2000 | Wick | 1 | 2 | Shoreham |
| 29/01/2000 | Chichester City | 1 | 9 | Saltdean United |
| 29/01/2000 | East Preston | 4 | 1 | Redhill |
| 29/01/2000 | Eastbourne Town | 6 | 2 | Three Bridges (P) |
| 29/01/2000 | Hassocks | 1 | 2 | Littlehampton Town |
| 29/01/2000 | Horsham YMCA | 5 | 2 | Ringmer |
| 29/01/2000 | Pagham | 1 | 4 | Burgess Hill Town |
| 29/01/2000 | Portfield | 0 | 8 | Langney Sports |
| 29/01/2000 | Shoreham | 2 | 4 | Eastbourne United |
| 29/01/2000 | Whitehawk | 1 | 0 | Selsey |
| 29/01/2000 | Wick | 0 | 2 | Sidley United (P) |
| 22/01/2000 | Chichester City | 2 | 3 | Shoreham |
| 22/01/2000 | Hassocks | 4 | 0 | Pagham |
| 22/01/2000 | Langney Sports | 4 | 0 | Wick |
| 22/01/2000 | Littlehampton Town | 3 | 2 | Three Bridges (P) |
| 22/01/2000 | Redhill | 4 | 1 | Eastbourne Town |
| 22/01/2000 | Ringmer | 0 | 4 | Portfield |
| 18/01/2000 | East Preston | 2 | 1 | Chichester City |
| 18/01/2000 | Pagham | 0 | 1 | Littlehampton Town |
| 18/01/2000 | Shoreham | 1 | 0 | Eastbourne Town |
| 15/01/2000 | Eastbourne Town | 3 | 2 | Hassocks |
| 15/01/2000 | Eastbourne United | 3 | 1 | Littlehampton Town |
| 15/01/2000 | Pagham | 0 | 0 | Wick |
| 15/01/2000 | Redhill | 0 | 1 | Whitehawk |
| 15/01/2000 | Selsey | 3 | 0 | Three Bridges (P) |
| 15/01/2000 | Shoreham | 4 | 1 | Portfield |
| 08/01/2000 | Eastbourne United | 2 | 2 | Three Bridges (P) |
| 08/01/2000 | Littlehampton Town | 0 | 2 | Horsham YMCA |
| 08/01/2000 | Portfield | 1 | 2 | Hassocks |
| 08/01/2000 | Redhill | 6 | 0 | Chichester City |
| 08/01/2000 | Ringmer | 2 | 4 | Pagham |
| 04/01/2000 | Whitehawk | 3 | 1 | Shoreham |
| 03/01/2000 | Chichester City | 0 | 0 | Selsey |
| 03/01/2000 | Eastbourne Town | 0 | 0 | Sidley United (P) |
| 03/01/2000 | Eastbourne United | 2 | 2 | Redhill |
| 03/01/2000 | Hassocks | 0 | 3 | Saltdean United |
| 03/01/2000 | Littlehampton Town | 3 | 4 | Portfield |
| 03/01/2000 | Ringmer | 1 | 1 | Burgess Hill Town |
| 03/01/2000 | Three Bridges (P) | 0 | 0 | Wick |
| 27/12/1999 | Burgess Hill Town | 1 | 0 | Hassocks |
| 27/12/1999 | Langney Sports | 0 | 0 | Eastbourne Town |
| 27/12/1999 | Pagham | 2 | 2 | Selsey |
| 27/12/1999 | Portfield | 2 | 5 | Chichester City |
| 27/12/1999 | Shoreham | 2 | 1 | Ringmer |
| 18/12/1999 | Chichester City | 3 | 0 | Whitehawk |
| 18/12/1999 | Langney Sports | 2 | 0 | Redhill |
| 18/12/1999 | Pagham | 1 | 2 | Three Bridges (P) |
| 18/12/1999 | Portfield | 0 | 2 | Burgess Hill Town |
| 18/12/1999 | Saltdean United | 5 | 1 | Shoreham |
| 18/12/1999 | Sidley United (P) | 2 | 0 | Hassocks |
| 11/12/1999 | East Preston | 7 | 1 | Ringmer |
| 11/12/1999 | Littlehampton Town | 1 | 0 | Eastbourne Town |
| 11/12/1999 | Saltdean United | 2 | 1 | Pagham |
| 11/12/1999 | Selsey | 2 | 4 | Hassocks |
| 11/12/1999 | Wick | 2 | 4 | Langney Sports |
| 07/12/1999 | East Preston | 2 | 1 | Selsey |
| 07/12/1999 | Langney Sports | 1 | 1 | Burgess Hill Town |
| 07/12/1999 | Three Bridges (P) | 0 | 2 | Horsham YMCA |
| 04/12/1999 | East Preston | 3 | 3 | Eastbourne Town |
| 04/12/1999 | Littlehampton Town | 2 | 0 | Whitehawk |
| 04/12/1999 | Pagham | 1 | 0 | Shoreham |
| 04/12/1999 | Portfield | 1 | 2 | Sidley United (P) |
| 04/12/1999 | Redhill | 2 | 3 | Wick |
| 04/12/1999 | Three Bridges (P) | 5 | 2 | Ringmer |
| 01/12/1999 | Eastbourne Town | 1 | 1 | Ringmer |
| 30/11/1999 | Langney Sports | 3 | 0 | Hassocks |
| 30/11/1999 | Portfield | 4 | 2 | East Preston |
| 30/11/1999 | Shoreham | 0 | 3 | Sidley United (P) |
| 30/11/1999 | Wick | 2 | 0 | Burgess Hill Town |
| 27/11/1999 | Burgess Hill Town | 1 | 2 | East Preston |
| 27/11/1999 | Chichester City | 2 | 2 | Redhill |
| 27/11/1999 | Eastbourne Town | 3 | 0 | Shoreham |
| 27/11/1999 | Eastbourne United | 2 | 1 | Hassocks |
| 27/11/1999 | Horsham YMCA | 2 | 2 | Pagham |
| 27/11/1999 | Littlehampton Town | 0 | 2 | Langney Sports |
| 27/11/1999 | Portfield | 2 | 3 | Saltdean United |
| 27/11/1999 | Ringmer | 2 | 4 | Wick |
| 27/11/1999 | Sidley United (P) | 1 | 1 | Selsey |
| 27/11/1999 | Whitehawk | 0 | 3 | Three Bridges (P) |
| 23/11/1999 | Eastbourne United | 2 | 3 | Langney Sports |
| 23/11/1999 | Hassocks | 0 | 0 | Redhill |
| 23/11/1999 | Shoreham | 2 | 3 | Three Bridges (P) |
| 23/11/1999 | Whitehawk | 4 | 3 | Ringmer |
| 20/11/1999 | Eastbourne Town | 6 | 1 | Littlehampton Town |
| 20/11/1999 | Eastbourne United | 1 | 3 | Burgess Hill Town |
| 20/11/1999 | Hassocks | 1 | 0 | Horsham YMCA |
| 20/11/1999 | Redhill | 2 | 1 | East Preston |
| 20/11/1999 | Shoreham | 3 | 2 | Selsey |
| 20/11/1999 | Sidley United (P) | 1 | 3 | Saltdean United |
| 20/11/1999 | Three Bridges (P) | 2 | 5 | Langney Sports |
| 20/11/1999 | Whitehawk | 2 | 1 | Chichester City |
| 20/11/1999 | Wick | 2 | 1 | Pagham |
| 16/11/1999 | Redhill | 1 | 2 | Burgess Hill Town |
| 16/11/1999 | Ringmer | 0 | 2 | Saltdean United |
| 16/11/1999 | Sidley United (P) | 3 | 1 | Eastbourne Town |
| 16/11/1999 | Wick | 1 | 3 | Chichester City |
| 12/11/1999 | Eastbourne United | 3 | 2 | Pagham |
| 12/11/1999 | Littlehampton Town | 2 | 1 | Chichester City |
| 12/11/1999 | Ringmer | 2 | 0 | Three Bridges (P) |
| 12/11/1999 | Selsey | 3 | 0 | Portfield |
| 12/11/1999 | Shoreham | 0 | 1 | Hassocks |
| 12/11/1999 | Sidley United (P) | 3 | 2 | Langney Sports |
| 12/11/1999 | Wick | 1 | 2 | Redhill |
| 09/11/1999 | Burgess Hill Town | 3 | 2 | Ringmer |
| 09/11/1999 | Whitehawk | 0 | 2 | Langney Sports |
| 09/11/1999 | Wick | 5 | 3 | Portfield |
| 06/11/1999 | Burgess Hill Town | 2 | 2 | Pagham |
| 06/11/1999 | Chichester City | 0 | 1 | Eastbourne Town |
| 06/11/1999 | East Preston | 6 | 0 | Shoreham |
| 06/11/1999 | Portfield | 0 | 5 | Horsham YMCA |
| 06/11/1999 | Redhill | 0 | 1 | Saltdean United |
| 06/11/1999 | Ringmer | 1 | 4 | Hassocks |
| 06/11/1999 | Selsey | 2 | 3 | Whitehawk |
| 02/11/1999 | Sidley United (P) | 1 | 1 | Burgess Hill Town |
| 30/10/1999 | Eastbourne Town | 1 | 2 | East Preston |
| 30/10/1999 | Horsham YMCA | 2 | 2 | Three Bridges (P) |
| 30/10/1999 | Littlehampton Town | 0 | 1 | Burgess Hill Town |
| 30/10/1999 | Pagham | 0 | 0 | Hassocks |
| 30/10/1999 | Portfield | 2 | 1 | Ringmer |
| 30/10/1999 | Saltdean United | 3 | 1 | Wick |
| 30/10/1999 | Shoreham | 0 | 1 | Langney Sports |
| 30/10/1999 | Sidley United (P) | 1 | 0 | Chichester City |
| 30/10/1999 | Whitehawk | 1 | 0 | Redhill |
| 26/10/1999 | Redhill | 1 | 5 | Langney Sports |
| 23/10/1999 | Eastbourne United | 4 | 3 | Wick |
| 23/10/1999 | Littlehampton Town | 2 | 2 | Redhill |
| 23/10/1999 | Selsey | 2 | 4 | Langney Sports |
| 23/10/1999 | Sidley United (P) | 4 | 2 | Shoreham |
| 23/10/1999 | Three Bridges (P) | 1 | 2 | Pagham |
| 23/10/1999 | Whitehawk | 0 | 1 | Hassocks |
| 16/10/1999 | Chichester City | 1 | 1 | Three Bridges (P) |
| 16/10/1999 | Eastbourne Town | 5 | 0 | Pagham |
| 16/10/1999 | Langney Sports | 4 | 0 | East Preston |
| 16/10/1999 | Littlehampton Town | 1 | 0 | Ringmer |
| 16/10/1999 | Portfield | 2 | 2 | Whitehawk |
| 16/10/1999 | Redhill | 5 | 2 | Eastbourne United |
| 16/10/1999 | Saltdean United | 0 | 2 | Hassocks |
| 16/10/1999 | Shoreham | 0 | 2 | Wick |
| 09/10/1999 | Hassocks | 0 | 0 | East Preston |
| 09/10/1999 | Horsham YMCA | 3 | 1 | Sidley United (P) |
| 09/10/1999 | Langney Sports | 2 | 0 | Chichester City |
| 09/10/1999 | Littlehampton Town | 3 | 1 | Eastbourne United |
| 09/10/1999 | Pagham | 0 | 0 | Eastbourne Town |
| 09/10/1999 | Redhill | 1 | 2 | Portfield |
| 09/10/1999 | Ringmer | 1 | 1 | Selsey |
| 09/10/1999 | Saltdean United | 2 | 2 | Three Bridges (P) |
| 09/10/1999 | Shoreham | 1 | 1 | Burgess Hill Town |
| 09/10/1999 | Wick | 2 | 1 | Whitehawk |
| 05/10/1999 | Chichester City | 6 | 1 | Wick |
| 05/10/1999 | Eastbourne United | 4 | 0 | Shoreham |
| 02/10/1999 | East Preston | 5 | 0 | Three Bridges (P) |
| 02/10/1999 | Portfield | 3 | 1 | Eastbourne United |
| 02/10/1999 | Selsey | 2 | 1 | Redhill |
| 02/10/1999 | Shoreham | 3 | 2 | Pagham |
| 02/10/1999 | Sidley United (P) | 3 | 0 | Ringmer |
| 02/10/1999 | Whitehawk | 0 | 2 | Eastbourne Town |
| 02/10/1999 | Wick | 4 | 2 | Hassocks |
| 29/09/1999 | Ringmer | 1 | 0 | Eastbourne United |
| 28/09/1999 | Littlehampton Town | 0 | 1 | East Preston |
| 28/09/1999 | Portfield | 3 | 2 | Pagham |
| 28/09/1999 | Saltdean United | 2 | 3 | Burgess Hill Town |
| 28/09/1999 | Selsey | 0 | 7 | Chichester City |
| 25/09/1999 | Horsham YMCA | 2 | 1 | Saltdean United |
| 25/09/1999 | Langney Sports | 2 | 0 | Pagham |
| 22/09/1999 | Hassocks | 3 | 2 | Three Bridges (P) |
| 21/09/1999 | Chichester City | 1 | 2 | East Preston |
| 21/09/1999 | Horsham YMCA | 2 | 1 | Selsey |
| 21/09/1999 | Littlehampton Town | 3 | 1 | Shoreham |
| 21/09/1999 | Whitehawk | 4 | 1 | Eastbourne United |
| 18/09/1999 | Eastbourne Town | 1 | 0 | Wick |
| 18/09/1999 | Eastbourne United | 0 | 5 | East Preston |
| 18/09/1999 | Littlehampton Town | 0 | 2 | Hassocks |
| 18/09/1999 | Redhill | 5 | 2 | Shoreham |
| 18/09/1999 | Saltdean United | 3 | 1 | Chichester City |
| 18/09/1999 | Sidley United (P) | 1 | 2 | Portfield |
| 18/09/1999 | Three Bridges (P) | 3 | 5 | Selsey |
| 18/09/1999 | Whitehawk | 1 | 1 | Pagham |
| 15/09/1999 | Eastbourne Town | 2 | 2 | Eastbourne United |
| 15/09/1999 | Hassocks | 0 | 1 | Langney Sports |
| 14/09/1999 | Horsham YMCA | 3 | 1 | Wick |
| 14/09/1999 | Portfield | 1 | 0 | Selsey |
| 14/09/1999 | Ringmer | 2 | 1 | Whitehawk |
| 14/09/1999 | Saltdean United | 2 | 1 | Littlehampton Town |
| 14/09/1999 | Shoreham | 0 | 6 | Chichester City |
| 11/09/1999 | Chichester City | 3 | 0 | Hassocks |
| 11/09/1999 | Horsham YMCA | 1 | 2 | Burgess Hill Town |
| 11/09/1999 | Littlehampton Town | 1 | 4 | Sidley United (P) |
| 11/09/1999 | Pagham | 3 | 0 | Ringmer |
| 11/09/1999 | Saltdean United | 1 | 0 | East Preston |
| 11/09/1999 | Selsey | 2 | 1 | Shoreham |
| 11/09/1999 | Three Bridges (P) | 0 | 1 | Portfield |
| 08/09/1999 | Ringmer | 0 | 5 | Langney Sports |
| 07/09/1999 | Shoreham | 0 | 6 | Saltdean United |
| 04/09/1999 | East Preston | 5 | 1 | Sidley United (P) |
| 04/09/1999 | Pagham | 1 | 0 | Eastbourne United |
| 04/09/1999 | Portfield | 3 | 0 | Shoreham |
| 04/09/1999 | Ringmer | 0 | 2 | Chichester City |
| 04/09/1999 | Three Bridges (P) | 2 | 2 | Whitehawk |
| 31/08/1999 | Burgess Hill Town | 2 | 1 | Eastbourne Town |
| 31/08/1999 | Eastbourne United | 0 | 0 | Saltdean United |
| 31/08/1999 | Selsey | 0 | 1 | Littlehampton Town |
| 30/08/1999 | Horsham YMCA | 2 | 2 | Redhill |
| 28/08/1999 | Burgess Hill Town | 1 | 1 | Sidley United (P) |
| 28/08/1999 | Eastbourne United | 3 | 1 | Chichester City |
| 28/08/1999 | Ringmer | 2 | 0 | Horsham YMCA |
| 28/08/1999 | Three Bridges (P) | 0 | 3 | Littlehampton Town |
| 28/08/1999 | Whitehawk | 4 | 1 | East Preston |
| 24/08/1999 | Horsham YMCA | 3 | 1 | Littlehampton Town |
| 24/08/1999 | Langney Sports | 2 | 0 | Eastbourne United |
| 24/08/1999 | Redhill | 0 | 0 | Hassocks |
| 24/08/1999 | Saltdean United | 1 | 0 | Ringmer |
| 24/08/1999 | Whitehawk | 3 | 2 | Sidley United (P) |
| 21/08/1999 | Pagham | 3 | 1 | Sidley United (P) |
| 18/08/1999 | Hassocks | 0 | 0 | Sidley United (P) |
| 17/08/1999 | Burgess Hill Town | 2 | 1 | Eastbourne United |
| 17/08/1999 | Langney Sports | 2 | 1 | Whitehawk |
| 17/08/1999 | Pagham | 1 | 3 | Chichester City |
| 17/08/1999 | Portfield | 0 | 1 | Littlehampton Town |
| 17/08/1999 | Redhill | 2 | 1 | Ringmer |
| 17/08/1999 | Saltdean United | 2 | 1 | Eastbourne Town |
| 17/08/1999 | Selsey | 0 | 2 | East Preston |
| 17/08/1999 | Shoreham | 1 | 4 | Horsham YMCA |
| 17/08/1999 | Wick | 0 | 1 | Three Bridges (P) |
| 14/08/1999 | Chichester City | 0 | 2 | Burgess Hill Town |
| 14/08/1999 | Hassocks | 0 | 1 | Eastbourne Town |
| 14/08/1999 | Horsham YMCA | 2 | 2 | Eastbourne United |
| 14/08/1999 | Langney Sports | 4 | 2 | Portfield |
| 14/08/1999 | Pagham | 0 | 0 | Redhill |
| 14/08/1999 | Ringmer | 0 | 4 | East Preston |
| 14/08/1999 | Saltdean United | 4 | 2 | Selsey |
| 14/08/1999 | Sidley United (P) | 2 | 2 | Wick |
| 14/08/1999 | Three Bridges (P) | 2 | 0 | Shoreham |
| 13/08/1999 | Whitehawk | 2 | 1 | Littlehampton Town |