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| Venue | Team Name | v | Team Name | Referee |
| John Burrows 2 or Lower Road |
Progress United or Hullbridge Sports |
v | Trinity II | J.Whan |
| Venue | Team Name | v | Team Name | Referee |
| John Fisher 3 ** | Brush Rangers | v | Ness Rangers | S.Cornwell |
| Rochford Rec.1 ** | Rochford Sports | v | Brit Academicals | J.Pope |
| London Road ** | Wheatleys | v | Ralee | G.Pavitt |
** 3rd Match - Referees Match Fee to be Shared
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| Venue | Team Name | v | Team Name | Referee |
| Eversley Road (DH) | Kingswood | v | Castledon | J.Smith |
| Elm Road | Shoebury Old Boys | v | Vichouse Sports | TBA |
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| Venue | Team Name | v | Team Name | Referee |
| Ekco Works | Ekco Thames Park | v | Royal Park Rangers | K.McCormack |
| Warners Bridge | Old Southendian | v | Leigh Ramblers | M.Guiras |
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| Venue | Team Name | v | Team Name | Referee |
| Ashingdon 2 | Hawkwell Athletic | v | Shoebury Old Boys II | M.Thomas |
| * Lower Road | Hullbridge Sports | v | Brit Academicals II | C.Lewis |
* Subject to Charity Cup Tie
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| Venue | Team Name | v | Team Name | Referee |
| * John Burrows 2 | Progress United | v | Rayleigh Town | C.Henwood |
| John Burrows 1 | South Benfleet Utd II | v | Sky Athletic | J.West |
* Subject to Charity Cup Tie
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| Venue | Team Name | v | Team Name | Referee |
| Trenders Ave | AFC Hurricanes | v | Spread Eagle Casuals | J.Gurel |
| + Woodside 1 | Carling Crusaders | v | Plough & Sail | R.Saville |
+ Home Club to check on pitch availability with Castle Point Council
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| Venue | Team Name | v | Team Name | Referee |
| King Georges 4 | Stallions | v | Jubilee | B.Grant |
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