| 7th October | ||
| Charity Cup 1st Round | Referees | |
| Nicholas Colts 2nds | Simco | R. Wilkins |
| Premier Division | Referees | |
| Brit Academicals | Rochford Sports & Social | TBA |
| Castle Rangers | Hullbridge Sports | J. Pickford |
| Chapel United | Tag United | R. Ager |
| Great Wakering Rovers | Pegasus | P. Kenton |
| First Division | Referees | |
| Hockley & Hawkwell | Chalkwell United | S. Wooley |
| Nicholas Colts | Ford Basildon | R. Spedding |
| Old Southendian | Concord Rangers | J. West |
| Styles | Southend Collegians | TBA |
| Second Division | Referees | |
| Eversley Sports | Eversley park | C. Lee |
| Milton Athletic | William de Ferrers | TBA |
| Southend United Supporters | Hockley British Legion | TBA |
| Stambridge United | Great Wakering Rovers 2nds | A. Rogers |
| Third Division | Referees | |
| Ambleside | Inn on the Green | C. Saunders |
| Catholic United | Leigh Ramblers | T. Hamilton |
| Ekco Sports & Social | Zeus | P. Bahbout |
| Laindon Athletic | Brit Academicals 2nds | J. Penn |
| Fourth Division | Referees | |
| Chalkwell ii | Broker Freehouse | J. Saville |
| Corinthians | Fairfax Sports | T. Maynard |
| Sutton Sports | Old Southendian ii | P. Lingard |
| Wheatleys | Lions | K. Clementson |