| WCT - | Wally Castle Invitation Trophy | TMT - | Terry Martin Trophy |
| ABT - | Arthur Boswell Trophy | CHMLC - | Charles Hewitt Memorial League Cup |
| ESPC - | Essex Sunday Premier Cup | ESJC - | Essex Sunday Junior Cup |
| ESJT - | Essex Sunday Junior Trophy | EOCC - | Ernie Osborne Challenge Cup |
| JFMC - | John Fowler Memorial Cup | ||
Use the filters at the top of the table below to find the results you want or
go straight to the results grids ...
| Day | Month | Year | Comp. | Round | Home | Result | Away |
| 7 | Sep | 2008 | ABT | Final | AFC Pegasus | 4-3 (aet) | AFC Phoenix |
| 7 | Sep | 2008 | Premier | Bayern Monkwick | 2-3 | S.C.Kelvedon | |
| 7 | Sep | 2008 | Premier | FCB | 2-1 | Ramsey Utd | |
| 7 | Sep | 2008 | Premier | Tollegion | 3-5 | Real BTS | |
| 7 | Sep | 2008 | Lge Div 1 | AFC Pegasus Res | 0-2 | Chappel & Wakes Colne | |
| 7 | Sep | 2008 | Lge Div 1 | Goat & Boot | 2-6 | Highwoods Foxash | |
| 7 | Sep | 2008 | Lge Div 1 | Middlewick Rangers | 5-7 | Brightlingsea Regent | |
| 7 | Sep | 2008 | Lge Div 1 | S.C.Kelvedon Res | 1-2 | Oyster Legion | |
| 7 | Sep | 2008 | Lge Div 2 | Botolphs | 0-9 | Colne Star | |
| 7 | Sep | 2008 | Lge Div 2 | FC Straws | 2-2 | Riverview | |
| 7 | Sep | 2008 | Lge Div 2 | Northgate Athletic | 1-5 | Pitchbury | |
| 7 | Sep | 2008 | Lge Div 2 | Prettygate | 3-3 | Doverston | |
| 7 | Sep | 2008 | Lge Div 2 | Revolution | 1-2 | Bayern Monkwick Res | |
| 7 | Sep | 2008 | Lge Div 3 | Borussia Thorpmund | 5-3 | AFC Phoenix Res | |
| 7 | Sep | 2008 | Lge Div 3 | FC Byair | 4-3 | FC Drury | |
| 7 | Sep | 2008 | Lge Div 3 | Polstead | 4-5 | Dog & Pheasant | |
| 7 | Sep | 2008 | Lge Div 3 | Ramsey Utd Res | 1-6 | AFC Lexden | |
| 7 | Sep | 2008 | Lge Div 4 | Allstars | 3-1 | Newtown Rovers | |
| 7 | Sep | 2008 | Lge Div 4 | Elmstead Athletic | 9-0 | Colchester Spartans | |
| 7 | Sep | 2008 | Lge Div 4 | Sportsmans | 0-3 | FC Drury Res | |
| 7 | Sep | 2008 | Lge Div 4 | Tolleshunt Darcy | 1-0 | Tollegion Res | |
| 7 | Sep | 2008 | Lge Div 5 | Real BTS Res | 3-2 | Athletico Colchester | |
| 7 | Sep | 2008 | Lge Div 5 | Wivenhoe Old Boys | 6-1 | Newtown Rovers Res | |
| 7 | Sep | 2008 | Lge Div 6 | Athletico Layer | 1-2 | Sporting Colchester | |
| 7 | Sep | 2008 | Lge Div 6 | Chappel & Wakes Colne Res | 0-13 | Feering Utd | |
| 7 | Sep | 2008 | Lge Div 6 | Clarendon | 4-3 | Tolleshunt Darcy Res | |
| 7 | Sep | 2008 | Lge Div 6 | Tempest | 3-4 | AFC Colchester | |
| 7 | Sep | 2008 | WCT | CUSA | 2-1 | Stone Island | |
| 7 | Sep | 2008 | WCT | Knights Allstars | 4-3 | Corecalona | |
| 14 | Sep | 2008 | Premier | AFC Phoenix | 9-0 | Bayern Monkwick | |
| 14 | Sep | 2008 | Premier | Ramsey Utd | 2-2 | Tollegion | |
| 14 | Sep | 2008 | Premier | S.C.Kelvedon | 2-6 | Real BTS | |
| 14 | Sep | 2008 | Lge Div 1 | Chappel & Wakes Colne | 2-2 | S.C.Kelvedon Res | |
| 14 | Sep | 2008 | Lge Div 1 | Goat & Boot | P-P | Oyster Legion | |
| 14 | Sep | 2008 | Lge Div 2 | Bayern Monkwick Res | 4-1 | Botolphs | |
| 14 | Sep | 2008 | Lge Div 2 | Prettygate | 3-1 | Revolution | |
| 14 | Sep | 2008 | Lge Div 3 | Norfolk Destroyers | 2-7 | FC Byair | |
| 14 | Sep | 2008 | Lge Div 3 | Polstead | 1-1 | Ramsey Utd Res | |
| 14 | Sep | 2008 | Lge Div 4 | Allstars | 7-2 | Tolleshunt Darcy | |
| 14 | Sep | 2008 | Lge Div 4 | FC Drury Res | 3-6 | Elmstead Athletic | |
| 14 | Sep | 2008 | Lge Div 4 | Tollegion Res | 5-1 | Colchester Spartans | |
| 14 | Sep | 2008 | Lge Div 5 | Newtown Rovers Res | 1-5 | Athletico Colchester | |
| 14 | Sep | 2008 | Lge Div 5 | Stone Island | 1-7 | St Edmunds Res | |
| 14 | Sep | 2008 | Lge Div 6 | Clarendon | 10-2 | Athletico Layer | |
| 14 | Sep | 2008 | Lge Div 6 | Tolleshunt Darcy Res | 11-0 | Tempest | |
| 14 | Sep | 2008 | WCT | AFC Phoenix Res | 4-0 | Real BTS Res | |
| 14 | Sep | 2008 | WCT | Colne Star | 2-2 | Corecalona | |
| 14 | Sep | 2008 | WCT | Doverston | 2-1 | Borussia Thorpmund | |
| 14 | Sep | 2008 | WCT | FC Straws | 2-3 | Pitchbury | |
| 14 | Sep | 2008 | WCT | FCB | 1-2 | AFC Lexden | |
| 14 | Sep | 2008 | WCT | Feering Utd | 6-0 | Colchester Utd Deaf | |
| 14 | Sep | 2008 | WCT | Northgate Athletic | 2-0 | Newtown Rovers | |
| 14 | Sep | 2008 | WCT | Riverview | 3-2 | Dog & Pheasant | |
| 14 | Sep | 2008 | WCT | Sporting Colchester | 2-2 | Chappel & Wakes Colne Res | |
| 14 | Sep | 2008 | WCT | Sportsmans | 0-4 | Middlewick Rangers | |
| 14 | Sep | 2008 | WCT | Wivenhoe Old Boys | 1-1 | Highwoods Foxash | |
| 21 | Sep | 2008 | Premier | Ramsey Utd | 3-1 | Bayern Monkwick | |
| 21 | Sep | 2008 | Premier | Real BTS | 3-1 | FCB | |
| 21 | Sep | 2008 | Premier | S.C.Kelvedon | 1-1 | AFC Phoenix | |
| 21 | Sep | 2008 | Premier | Tollegion | 4-1 | Knights Allstars | |
| 21 | Sep | 2008 | Lge Div 1 | Brightlingsea Regent | 8-1 | S.C.Kelvedon Res | |
| 21 | Sep | 2008 | Lge Div 1 | CUSA | 3-2 | Chappel & Wakes Colne | |
| 21 | Sep | 2008 | Lge Div 1 | Goat & Boot | 2-4 | St Edmunds | |
| 21 | Sep | 2008 | Lge Div 1 | Highwoods Foxash | 6-2 | Middlewick Rangers | |
| 21 | Sep | 2008 | Lge Div 2 | Colne Star | 2-2 | Bayern Monkwick Res | |
| 21 | Sep | 2008 | Lge Div 2 | Northgate Athletic | 0-6 | Prettygate | |
| 21 | Sep | 2008 | Lge Div 4 | FC Drury Res | 0-8 | Tolleshunt Darcy | |
| 21 | Sep | 2008 | Lge Div 4 | Feering Utd | 7-2 | Tollegion Res | |
| 21 | Sep | 2008 | Lge Div 5 | Newtown Rovers Res | 3-4 | Real BTS Res | |
| 21 | Sep | 2008 | TLC | R1 | AFC Colchester | 1-3 | FC Drury |
| 21 | Sep | 2008 | TLC | R1 | Athletico Colchester | 1-4 | Pitchbury |
| 21 | Sep | 2008 | TLC | R1 | Athletico Layer | 0-14 | FC Byair |
| 21 | Sep | 2008 | TLC | R1 | Clarendon | 0-5 | AFC Lexden |
| 21 | Sep | 2008 | TLC | R1 | Elmstead Athletic | 9-2 | Botolphs |
| 21 | Sep | 2008 | TLC | R1 | Polstead | 2-4 | Newtown Rovers |
| 21 | Sep | 2008 | TLC | R1 | Sporting Colchester | 3-4 | Colchester Spartans |
| 21 | Sep | 2008 | TLC | R1 | Sportsmans | 1-2 | Corecalona |
| 21 | Sep | 2008 | TLC | R1 | Stone Island | 0-2 | Dog & Pheasant |
| 21 | Sep | 2008 | TLC | R1 | Tempest | 3-0 | Riverview |
| 21 | Sep | 2008 | TLC | R1 | Wivenhoe Old Boys | 3-2 | Norfolk Destroyers |
| 21 | Sep | 2008 | WCT | AFC Phoenix Res | 5-1 | Ramsey Utd Res | |
| 28 | Sep | 2008 | Premier | AFC Pegasus | 2-1 | S.C.Kelvedon | |
| 28 | Sep | 2008 | Premier | Bayern Monkwick | 4-2 | Tollegion | |
| 28 | Sep | 2008 | Premier | Knights Allstars | 7-2 | Ramsey Utd | |
| 28 | Sep | 2008 | Premier | Real BTS | 1-3 | AFC Phoenix | |
| 28 | Sep | 2008 | Lge Div 1 | Brightlingsea Regent | 17-0 | Goat & Boot | |
| 28 | Sep | 2008 | Lge Div 1 | Chappel & Wakes Colne | 6-2 | Oyster Legion | |
| 28 | Sep | 2008 | Lge Div 1 | S.C.Kelvedon Res | 3-0 | CUSA | |
| 28 | Sep | 2008 | Lge Div 1 | St Edmunds | 0-2 | AFC Pegasus Res | |
| 28 | Sep | 2008 | Lge Div 2 | Botolphs | 2-5 | Riverview | |
| 28 | Sep | 2008 | Lge Div 2 | Doverston | 4-2 | Northgate Athletic | |
| 28 | Sep | 2008 | Lge Div 2 | Pitchbury | 3-3 | Revolution | |
| 28 | Sep | 2008 | Lge Div 3 | AFC Lexden | 2-4 | Polstead | |
| 28 | Sep | 2008 | Lge Div 3 | Norfolk Destroyers | 3-2 | AFC Phoenix Res | |
| 28 | Sep | 2008 | Lge Div 3 | Ramsey Utd Res | 1-4 | FC Byair | |
| 28 | Sep | 2008 | Lge Div 4 | Sportsmans | 6-0 | Colchester Spartans | |
| 28 | Sep | 2008 | Lge Div 4 | Tollegion Res | 1-7 | Newtown Rovers | |
| 28 | Sep | 2008 | Lge Div 4 | Tolleshunt Darcy | 1-1 | Feering Utd | |
| 28 | Sep | 2008 | Lge Div 5 | Feering Utd Res | 2-6 | Athletico Colchester | |
| 28 | Sep | 2008 | Lge Div 5 | Stone Island | 2-2 | Real BTS Res | |
| 28 | Sep | 2008 | Lge Div 5 | Wivenhoe Old Boys | 1-6 | Corecalona | |
| 28 | Sep | 2008 | Lge Div 6 | Athletico Layer | 0-8 | Tolleshunt Darcy Res | |
| 28 | Sep | 2008 | Lge Div 6 | Colchester Utd Deaf | 0-7 | AFC Colchester | |
| 28 | Sep | 2008 | Lge Div 6 | Tempest | 1-2 | Chappel & Wakes Colne Res | |
| 28 | Sep | 2008 | ESJT | Prelim | Clarendon | 0-12 | FC Sparta |
| 28 | Sep | 2008 | ESJT | Prelim | Dengie Utd | 6-0 | FC Straws |
| 28 | Sep | 2008 | ESJT | Prelim | FC Drury | 0-3 | Hadleigh Manor |
| 28 | Sep | 2008 | ESJT | Prelim | Keltic | 2-0 | Dog & Pheasant |
| 28 | Sep | 2008 | ESJT | Prelim | Newtown Rovers Res | 1-1 (aet) 3-5 (pens) | Clacton Utd Thirds |
| 28 | Sep | 2008 | ESJT | Prelim | Vipers | 4-9 | Prettygate |
| 5 | Oct | 2008 | Premier | Bayern Monkwick | 0-6 | Real BTS | |
| 5 | Oct | 2008 | Premier | Knights Allstars | 3-3 | FCB | |
| 5 | Oct | 2008 | Premier | S.C.Kelvedon | 3-3 | Ramsey Utd | |
| 5 | Oct | 2008 | Lge Div 1 | Brightlingsea Regent | 8-1 | St Edmunds | |
| 5 | Oct | 2008 | Lge Div 1 | Highwoods Foxash | 2-1 | AFC Pegasus Res | |
| 5 | Oct | 2008 | Lge Div 1 | Middlewick Rangers | 4-1 | S.C.Kelvedon Res | |
| 5 | Oct | 2008 | Lge Div 1 | Oyster Legion | 6-3 | CUSA | |
| 5 | Oct | 2008 | Lge Div 2 | Colne Star | P-P | Botolphs | |
| 5 | Oct | 2008 | Lge Div 2 | Northgate Athletic | 2-4 | Bayern Monkwick Res | |
| 5 | Oct | 2008 | Lge Div 2 | Pitchbury | 1-6 | Prettygate | |
| 5 | Oct | 2008 | Lge Div 2 | Revolution | 2-3 | FC Straws | |
| 5 | Oct | 2008 | Lge Div 2 | Riverview | 1-7 | Doverston | |
| 5 | Oct | 2008 | Lge Div 3 | AFC Phoenix Res | 2-3 | AFC Lexden | |
| 5 | Oct | 2008 | Lge Div 3 | Norfolk Destroyers | 2-1 | FC Drury | |
| 5 | Oct | 2008 | Lge Div 3 | Polstead | 0-2 | Borussia Thorpmund | |
| 5 | Oct | 2008 | Lge Div 3 | Ramsey Utd Res | 1-3 | Dog & Pheasant | |
| 5 | Oct | 2008 | Lge Div 4 | Colchester Spartans | P-P | Feering Utd | |
| 5 | Oct | 2008 | Lge Div 4 | Elmstead Athletic | 6-0 | FC Drury Res | |
| 5 | Oct | 2008 | Lge Div 4 | Newtown Rovers | 3-1 | Tollegion Res | |
| 5 | Oct | 2008 | Lge Div 4 | Sportsmans | 1-6 | Allstars | |
| 5 | Oct | 2008 | Lge Div 5 | Corecalona | 1-1 | Athletico Colchester | |
| 5 | Oct | 2008 | Lge Div 5 | Feering Utd Res | 2-4 | Stone Island | |
| 5 | Oct | 2008 | Lge Div 5 | Real BTS Res | 5-0 | Newtown Rovers Res | |
| 5 | Oct | 2008 | Lge Div 5 | St Edmunds Res | 0-2 | Wivenhoe Old Boys | |
| 5 | Oct | 2008 | Lge Div 6 | AFC Colchester | 5-1 | Clarendon | |
| 5 | Oct | 2008 | Lge Div 6 | Athletico Layer | 1-3 | Chappel & Wakes Colne Res | |
| 5 | Oct | 2008 | Lge Div 6 | Sporting Colchester | 0-1 | Tempest | |
| 5 | Oct | 2008 | ESPC | R1 | AFC Pegasus | P-P | Sporting Shenfield |
| 5 | Oct | 2008 | ESPC | R1 | AFC Phoenix | 1-2 | Highfield Victoria |
| 5 | Oct | 2008 | ESPC | R1 | Tollegion | 1-6 | Concept |
| 12 | Oct | 2008 | Premier | FCB | 1-3 | Bayern Monkwick | |
| 12 | Oct | 2008 | Premier | Ramsey Utd | 2-12 | AFC Phoenix | |
| 12 | Oct | 2008 | Premier | Real BTS | 3-4 | AFC Pegasus | |
| 12 | Oct | 2008 | Premier | S.C.Kelvedon | 5-6 | Tollegion | |
| 12 | Oct | 2008 | Lge Div 1 | Oyster Legion | 3-1 | Highwoods Foxash | |
| 12 | Oct | 2008 | Lge Div 1 | St Edmunds | 4-7 | Middlewick Rangers | |
| 12 | Oct | 2008 | Lge Div 2 | Bayern Monkwick Res | 5-3 | Revolution | |
| 12 | Oct | 2008 | Lge Div 2 | Doverston | 3-3 | Pitchbury | |
| 12 | Oct | 2008 | Lge Div 2 | Northgate Athletic | 2-3 | Botolphs | |
| 12 | Oct | 2008 | Lge Div 3 | Dog & Pheasant | 0-6 | FC Drury | |
| 12 | Oct | 2008 | Lge Div 3 | Norfolk Destroyers | 3-1 | Ramsey Utd Res | |
| 12 | Oct | 2008 | Lge Div 4 | Colchester Spartans | 4-3 | FC Drury Res | |
| 12 | Oct | 2008 | Lge Div 4 | Feering Utd | 4-2 | Sportsmans | |
| 12 | Oct | 2008 | Lge Div 4 | Tolleshunt Darcy | 1-1 | Allstars | |
| 12 | Oct | 2008 | Lge Div 5 | Corecalona | 9-1 | Newtown Rovers Res | |
| 12 | Oct | 2008 | Lge Div 5 | Stone Island | 1-6 | Feering Utd Res | |
| 12 | Oct | 2008 | Lge Div 5 | Wivenhoe Old Boys | 1-0 | Athletico Colchester | |
| 12 | Oct | 2008 | Lge Div 6 | Athletico Layer | 1-8 | Tempest | |
| 12 | Oct | 2008 | Lge Div 6 | Sporting Colchester | 0-5 | Tolleshunt Darcy Res | |
| 12 | Oct | 2008 | ESJC | R1 | Brightlingsea Regent | 12-0 | Exiles |
| 12 | Oct | 2008 | ESJC | R1 | Chappel & Wakes Colne | 1-2 | Howbridge Swifts |
| 12 | Oct | 2008 | ESJC | R1 | Witham Phoenix | 3-4 | Newtown Rovers |
| 12 | Oct | 2008 | ESJC | R1 | Writtle Manor | 6-2 | S.C.Kelvedon Res |
| 12 | Oct | 2008 | ESJT | R1 | AFC Pegasus Res | 3-1 | Polstead |
| 12 | Oct | 2008 | ESJT | R1 | Dengie Utd | 5-1 | AFC Lexden |
| 12 | Oct | 2008 | ESJT | R1 | Elmstead Athletic | 4-0 | Howbridge Res |
| 12 | Oct | 2008 | ESJT | R1 | FC Byair | 9-1 | Cole Green Rangers |
| 12 | Oct | 2008 | ESJT | R1 | Prettygate | 5-1 | Real BTS Res |
| 12 | Oct | 2008 | ESJT | R1 | Terling Social | 2-11 | Colne Star |
| 12 | Oct | 2008 | ESJT | R1 | Tollegion Res | 0-7 | Sparta |
| 12 | Oct | 2008 | ESJT | R1 | Woodham Res | 2-5 | AFC Phoenix Res |
| 12 | Oct | 2008 | WCT | AFC Colchester | 1-1 | Knights Allstars | |
| 12 | Oct | 2008 | WCT | CUSA | 1-3 | Riverview | |
| 19 | Oct | 2008 | Premier | AFC Pegasus | 3-4 | AFC Phoenix | |
| 19 | Oct | 2008 | Premier | Bayern Monkwick | 6-3 | Ramsey Utd | |
| 19 | Oct | 2008 | Premier | FCB | 3-3 | Knights Allstars | |
| 19 | Oct | 2008 | Premier | Tollegion | 2-3 | S.C.Kelvedon | |
| 19 | Oct | 2008 | Lge Div 1 | Brightlingsea Regent | 3-0 | AFC Pegasus Res | |
| 19 | Oct | 2008 | Lge Div 1 | Middlewick Rangers | 3-5 | CUSA | |
| 19 | Oct | 2008 | Lge Div 1 | S.C.Kelvedon Res | 0-5 | Chappel & Wakes Colne | |
| 19 | Oct | 2008 | Lge Div 2 | Riverview | 4-1 | Pitchbury | |
| 19 | Oct | 2008 | Lge Div 3 | Dog & Pheasant | 2-0 | AFC Phoenix Res | |
| 19 | Oct | 2008 | Lge Div 3 | Polstead | 3-7 | AFC Lexden | |
| 19 | Oct | 2008 | Lge Div 3 | Ramsey Utd Res | 3-4 | Norfolk Destroyers | |
| 19 | Oct | 2008 | Lge Div 4 | Elmstead Athletic | 5-0 | Sportsmans | |
| 19 | Oct | 2008 | Lge Div 4 | FC Drury Res | 1-4 | Tollegion Res | |
| 19 | Oct | 2008 | Lge Div 5 | Athletico Colchester | 2-0 | Stone Island | |
| 19 | Oct | 2008 | Lge Div 5 | Newtown Rovers Res | 1-5 | Feering Utd Res | |
| 19 | Oct | 2008 | Lge Div 6 | AFC Colchester | 4-2 | Athletico Layer | |
| 19 | Oct | 2008 | Lge Div 6 | Sporting Colchester | 1-5 | Clarendon | |
| 19 | Oct | 2008 | Lge Div 6 | Tolleshunt Darcy Res | 7-1 | Chappel & Wakes Colne Res | |
| 19 | Oct | 2008 | TLC | R1 | Allstars | 6-2 | FC Straws |
| 19 | Oct | 2008 | TLC | R1 | Colchester Utd Deaf | 0-10 | Revolution |
| 19 | Oct | 2008 | TLC | R2 | Borussia Thorpmund | 4-1 | Newtown Rovers |
| 19 | Oct | 2008 | TLC | R2 | Doverston | 2-8 | Colne Star |
| 19 | Oct | 2008 | TLC | R2 | FC Byair | 2-6 | Corecalona |
| 19 | Oct | 2008 | TLC | R2 | Feering Utd | 4-5 | FC Drury |
| 19 | Oct | 2008 | TLC | R2 | Northgate Athletic | 4-3 | Tempest |
| 19 | Oct | 2008 | TLC | R2 | Prettygate | 3-1 | Tolleshunt Darcy |
| 26 | Oct | 2008 | Premier | Bayern Monkwick | 1-4 | AFC Pegasus | |
| 26 | Oct | 2008 | Premier | Real BTS | 4-1 | Ramsey Utd | |
| 26 | Oct | 2008 | Premier | Tollegion | 2-6 | AFC Phoenix | |
| 26 | Oct | 2008 | Lge Div 1 | AFC Pegasus Res | 4-0 | Oyster Legion | |
| 26 | Oct | 2008 | Lge Div 2 | Bayern Monkwick Res | 2-1 | FC Straws | |
| 26 | Oct | 2008 | Lge Div 2 | Doverston | 2-5 | Prettygate | |
| 26 | Oct | 2008 | Lge Div 2 | Pitchbury | 5-3 | Revolution | |
| 26 | Oct | 2008 | Lge Div 3 | AFC Phoenix Res | 0-7 | Norfolk Destroyers | |
| 26 | Oct | 2008 | Lge Div 3 | Borussia Thorpmund | 9-1 | Polstead | |
| 26 | Oct | 2008 | Lge Div 4 | Allstars | 6-2 | Tollegion Res | |
| 26 | Oct | 2008 | Lge Div 4 | Newtown Rovers | 9-1 | Colchester Spartans | |
| 26 | Oct | 2008 | Lge Div 4 | Tolleshunt Darcy | 3-0 | FC Drury Res | |
| 26 | Oct | 2008 | Lge Div 5 | St Edmunds Res | 5-0 | Newtown Rovers Res | |
| 26 | Oct | 2008 | Lge Div 5 | Wivenhoe Old Boys | P-P | Feering Res | |
| 26 | Oct | 2008 | Lge Div 6 | Athletico Layer | 1-3 | Clarendon | |
| 26 | Oct | 2008 | Lge Div 6 | Tempest | 1-8 | Tolleshunt Darcy Res | |
| 26 | Oct | 2008 | WCT | AFC Colchester | 2-4 | Corecalona | |
| 26 | Oct | 2008 | WCT | AFC Lexden | 8-4 | Sportsmans | |
| 26 | Oct | 2008 | WCT | Athletico Colchester | 1-9 | Highwoods Foxash | |
| 26 | Oct | 2008 | WCT | Brightlingsea Regent | P-P | FC Drury | |
| 26 | Oct | 2008 | WCT | Chappel & Wakes Colne Res | 7-0 | Colchester Utd Deaf | |
| 26 | Oct | 2008 | WCT | Dog & Pheasant | 1-3 | CUSA | |
| 26 | Oct | 2008 | WCT | Feering Utd | 2-0 | Sporting Colchester | |
| 26 | Oct | 2008 | WCT | Knights Allstars | 1-8 | Colne Star | |
| 26 | Oct | 2008 | WCT | Ramsey Utd Res | 1-2 | Real BTS Res | |
| 26 | Oct | 2008 | WCT | Riverview | 3-0 | Stone Island | |
| 26 | Oct | 2008 | WCT | St Edmunds | 3-1 | Elmstead Athletic | |
| 2 | Nov | 2008 | Premier | AFC Phoenix | 1-1 | Tollegion | |
| 2 | Nov | 2008 | Lge Div 1 | AFC Pegasus Res | 2-3 | CUSA | |
| 2 | Nov | 2008 | Lge Div 1 | S.C.Kelvedon Res | 5-1 | Middlewick Rangers | |
| 2 | Nov | 2008 | Lge Div 2 | Revolution | 6-2 | Botolphs | |
| 2 | Nov | 2008 | Lge Div 3 | FC Byair | 5-3 | AFC Phoenix Res | |
| 2 | Nov | 2008 | Lge Div 4 | Colchester Spartans | 0-8 | Allstars | |
| 2 | Nov | 2008 | Lge Div 5 | Corecalona | 7-0 | Feering Utd Res | |
| 2 | Nov | 2008 | Lge Div 5 | Newtown Rovers Res | 1-4 | Wivenhoe Old Boys | |
| 2 | Nov | 2008 | Lge Div 6 | AFC Colchester | 0-5 | Tolleshunt Darcy Res | |
| 2 | Nov | 2008 | Lge Div 6 | Clarendon | 3-2 | Chappel & Wakes Colne Res | |
| 2 | Nov | 2008 | Lge Div 6 | Tempest | 8-1 | Athletico Layer | |
| 2 | Nov | 2008 | ESPC | R2 | Larsen | 1-3 | AFC Pegasus |
| 2 | Nov | 2008 | ESPC | R2 | Maldon Saints | 1-4 | Real BTS |
| 2 | Nov | 2008 | ESPC | R2 | Newbury Forest | 3-1 (aet) | S.C.Kelvedon |
| 2 | Nov | 2008 | WCT | FC Drury | 2-0 | Knights Allstars | |
| 2 | Nov | 2008 | WCT | Newtown Rovers | 3-4 | Real BTS Res | |
| 2 | Nov | 2008 | WCT | Pitchbury | 2-3 | Elmstead Athletic | |
| 2 | Nov | 2008 | WCT | Polstead | 4-0 | Athletico Colchester | |
| 2 | Nov | 2008 | WCT | Ramsey Utd Res | 1-3 | Northgate Athletic | |
| 2 | Nov | 2008 | WCT | Sporting Colchester | 1-4 | Colchester Utd Deaf | |
| 2 | Nov | 2008 | WCT | St Edmunds | 1-3 | FC Straws | |
| 2 | Nov | 2008 | WCT | Stone Island | 0-5 | Dog & Pheasant | |
| 9 | Nov | 2008 | Premier | AFC Phoenix | P-P | Real BTS | |
| 9 | Nov | 2008 | Premier | FCB | 1-4 | S.C.Kelvedon | |
| 9 | Nov | 2008 | Premier | Ramsey Utd | 1-8 | AFC Pegasus | |
| 9 | Nov | 2008 | Lge Div 1 | CUSA | 3-1 | Oyster Legion | |
| 9 | Nov | 2008 | Lge Div 1 | Middlewick Rangers | 0-6 | Highwoods Foxash | |
| 9 | Nov | 2008 | Lge Div 1 | St Edmunds | 4-0 | S.C.Kelvedon Res | |
| 9 | Nov | 2008 | Lge Div 2 | Bayern Monkwick Res | 3-1 | FC Straws | |
| 9 | Nov | 2008 | Lge Div 2 | Doverston | 6-3 | Revolution | |
| 9 | Nov | 2008 | Lge Div 2 | Pitchbury | 11-2 | Botolphs | |
| 9 | Nov | 2008 | Lge Div 2 | Riverview | 1-1 | Northgate Athletic | |
| 9 | Nov | 2008 | Lge Div 3 | AFC Lexden | 2-3 | Norfolk Destroyers | |
| 9 | Nov | 2008 | Lge Div 3 | Polstead | 5-1 | FC Drury | |
| 9 | Nov | 2008 | Lge Div 4 | FC Drury Res | 1-5 | Allstars | |
| 9 | Nov | 2008 | Lge Div 4 | Feering Utd | 8-1 | Colchester Spartans | |
| 9 | Nov | 2008 | Lge Div 5 | Athletico Colchester | 0-2 | Feering Utd Res | |
| 9 | Nov | 2008 | Lge Div 5 | Corecalona | 4-1 | Stone Island | |
| 9 | Nov | 2008 | Lge Div 5 | Wivenhoe Old Boys | P-P | St Edmunds Res | |
| 9 | Nov | 2008 | Lge Div 6 | Chappel & Wakes Colne Res | 5-1 | Colchester Utd Deaf | |
| 9 | Nov | 2008 | Lge Div 6 | Sporting Colchester | 0-2 | AFC Colchester | |
| 9 | Nov | 2008 | Lge Div 6 | Tempest | 7-6 | Clarendon | |
| 9 | Nov | 2008 | ESJC | R2 | High Street Rangers | 4-7 | Brightlingsea Regent |
| 9 | Nov | 2008 | ESJC | R2 | Priory Sports Res | 3-1 | Newtown Rovers |
| 9 | Nov | 2008 | ESJT | R2 | AFC Pegasus Res | 3-3 (aet) 4-3 | Dengie United |
| 9 | Nov | 2008 | ESJT | R2 | AFC Phoenix Res | P-P | Elmstead Athletic |
| 9 | Nov | 2008 | ESJT | R2 | Colne Star | 5-2 | Angel Bradford Street |
| 9 | Nov | 2008 | ESJT | R2 | Hadleigh Manor | 0-3 | Borussia Thorpmund |
| 9 | Nov | 2008 | ESJT | R2 | Prettygate | 1-0 | Coyles |
| 9 | Nov | 2008 | ESJT | R2 | Victory Rovers | P-P | FC Byair |
| 16 | Nov | 2008 | Premier | Real BTS | 1-2 | Bayern Monkwick | |
| 16 | Nov | 2008 | Lge Div 1 | Middlewick Rangers | 0-2 | AFC Pegasus Res | |
| 16 | Nov | 2008 | Lge Div 1 | Oyster Legion | 4-1 | S.C.Kelvedon Res | |
| 16 | Nov | 2008 | Lge Div 2 | Botolphs | 0-3 | FC Straws | |
| 16 | Nov | 2008 | Lge Div 2 | Doverston | 0-2 | Bayern Monkwick Res | |
| 16 | Nov | 2008 | Lge Div 2 | Riverview | 3-6 | Colne Star | |
| 16 | Nov | 2008 | Lge Div 3 | Norfolk Destroyers | 6-2 | Polstead | |
| 16 | Nov | 2008 | Lge Div 4 | FC Drury Res | 1-3 | Sportsmans | |
| 16 | Nov | 2008 | Lge Div 4 | Newtown Rovers | 1-5 | Tolleshunt Darcy | |
| 16 | Nov | 2008 | Lge Div 5 | Feering Utd Res | 6-8 | Real BTS Res | |
| 16 | Nov | 2008 | Lge Div 5 | Newtown Rovers Res | 0-7 | St Edmunds Res | |
| 16 | Nov | 2008 | Lge Div 6 | AFC Colchester | 4-0 | Chappel & Wakes Colne Res | |
| 16 | Nov | 2008 | Lge Div 6 | Clarendon | 3-1 | Sporting Colchester | |
| 16 | Nov | 2008 | Lge Div 6 | Tempest | 6-2 | Colchester Utd Deaf | |
| 16 | Nov | 2008 | Lge Div 6 | Tolleshunt Darcy Res | 9-0 | Athletico Layer | |
| 16 | Nov | 2008 | ESJT | R2 | AFC Phoenix Res | 0-7 | Elmstead Athletic |
| 16 | Nov | 2008 | ESJT | R2 | Victory Rovers | 0-5 | FC Byair |
| 16 | Nov | 2008 | TLC | R2 | Allstars | P-P | Colchester Spartans |
| 16 | Nov | 2008 | TLC | R3 | AFC Lexden | 3-3 (aet) 4-5(pens) | FCB |
| 16 | Nov | 2008 | TLC | R3 | AFC Pegasus | 3-2 | Northgate Athletic |
| 16 | Nov | 2008 | TLC | R3 | Brightlingsea Regent | 1-3 | Prettygate |
| 16 | Nov | 2008 | TLC | R3 | Chappel & Wakes Colne | 5-0 | FC Drury |
| 16 | Nov | 2008 | TLC | R3 | Highwoods Foxash | 3-4 (aet) | CUSA |
| 16 | Nov | 2008 | TLC | R3 | S.C.Kelvedon | 0-6 | Borussia Thorpmund |
| 16 | Nov | 2008 | TLC | R3 | St Edmunds | 3-0 | Dog & Pheasant |
| 16 | Nov | 2008 | TLC | R3 | Tollegion | 1-5 | Pitchbury |
| 16 | Nov | 2008 | TLC | R3 | Wivenhoe Old Boys | 2-7 | AFC Phoenix |
| 23 | Nov | 2008 | Premier | AFC Phoenix | P-P | S.C.Kelvedon | |
| 23 | Nov | 2008 | Premier | FCB | P-P | Real BTS | |
| 23 | Nov | 2008 | Premier | Knights Allstars | P-P | Bayern Monkwick | |
| 23 | Nov | 2008 | Premier | Tollegion | P-P | AFC Pegasus | |
| 23 | Nov | 2008 | Lge Div 1 | AFC Pegasus Res | 2-2 | St Edmunds | |
| 23 | Nov | 2008 | Lge Div 1 | CUSA | P-P | Highwoods Foxash | |
| 23 | Nov | 2008 | Lge Div 1 | Middlewick Rangers | P-P | Chappel & Wakes Colne | |
| 23 | Nov | 2008 | Lge Div 1 | S.C.Kelvedon Res | 2-12 | Brightlingsea Regent | |
| 23 | Nov | 2008 | Lge Div 4 | FC Drury Res | P-P | Feering Utd | |
| 23 | Nov | 2008 | Lge Div 5 | Feering Utd Res | P-P | Corecalona | |
| 23 | Nov | 2008 | Lge Div 5 | Real BTS Res | 3-2 | Wivenhoe Old Boys | |
| 23 | Nov | 2008 | Lge Div 5 | Stone Island | P-P | Athletico Colchester | |
| 23 | Nov | 2008 | Lge Div 6 | AFC Colchester | P-P | Sporting Colchester | |
| 23 | Nov | 2008 | Lge Div 6 | Chappel & Wakes Colne Res | 4-14 | Tempest | |
| 23 | Nov | 2008 | Lge Div 6 | Colchester Utd Deaf | P-P | Athletico Layer | |
| 23 | Nov | 2008 | Lge Div 6 | Tolleshunt Darcy Res | P-P | Clarendon | |
| 23 | Nov | 2008 | JFMC | R1 | Borussia Thorpmund | 2-1 | Pitchbury |
| 23 | Nov | 2008 | JFMC | R1 | Colne Star | P-P | FC Drury |
| 23 | Nov | 2008 | JFMC | R1 | Doverston | P-P | Riverview |
| 23 | Nov | 2008 | JFMC | R1 | FC Byair | P-P | FC Straws |
| 23 | Nov | 2008 | JFMC | R1 | Norfolk Destroyers | P-P | Dog & Pheasant |
| 23 | Nov | 2008 | JFMC | R1 | Polstead | P-P | Botolphs |
| 23 | Nov | 2008 | JFMC | R1 | Prettygate | P-P | AFC Lexden |
| 23 | Nov | 2008 | TLC | R2 | Elmstead Athletic | 5-1 | Revolution |
| 23 | Nov | 2008 | WCT | Newtown Rovers | 1-5 | AFC Phoenix Res | |
| 30 | Nov | 2008 | Premier | Ramsey Utd | 7-1 | Knights Allstars | |
| 30 | Nov | 2008 | Premier | S.C.Kelvedon | P-P | AFC Pegasus | |
| 30 | Nov | 2008 | Premier | Tollegion | 3-2 | FCB | |
| 30 | Nov | 2008 | Lge Div 1 | AFC Pegasus Res | 2-1 | Brightlingsea Regent | |
| 30 | Nov | 2008 | Lge Div 1 | Chappel & Wakes Colne | 1-1 | Middlewick Rangers | |
| 30 | Nov | 2008 | Lge Div 2 | Botolphs | 0-3 | Northgate Athletic | |
| 30 | Nov | 2008 | Lge Div 2 | FC Straws | 2-7 | Prettygate | |
| 30 | Nov | 2008 | Lge Div 2 | Pitchbury | 2-2 | Riverview | |
| 30 | Nov | 2008 | Lge Div 2 | Revolution | 2-3 | Colne Star | |
| 30 | Nov | 2008 | Lge Div 3 | AFC Lexden | 0-2 | FC Byair | |
| 30 | Nov | 2008 | Lge Div 3 | Dog & Pheasant | 1-5 | Borussia Thorpmund | |
| 30 | Nov | 2008 | Lge Div 3 | FC Drury | 2-5 | Ramsey Utd Res | |
| 30 | Nov | 2008 | Lge Div 3 | Polstead | 4-3 | Norfolk Destroyers | |
| 30 | Nov | 2008 | Lge Div 4 | Allstars | 6-6 | Feering Utd | |
| 30 | Nov | 2008 | Lge Div 4 | Colchester Spartans | 3-14 | Sportsmans | |
| 30 | Nov | 2008 | Lge Div 4 | Tolleshunt Darcy | P-P | Newtown Rovers | |
| 30 | Nov | 2008 | Lge Div 5 | Athletico Colchester | 1-4 | Real BTS Res | |
| 30 | Nov | 2008 | Lge Div 5 | St Edmunds Res | 4-2 | Stone Island | |
| 30 | Nov | 2008 | Lge Div 6 | Athletico Layer | 0-5 | AFC Colchester | |
| 30 | Nov | 2008 | Lge Div 6 | Clarendon | 3-4 | Tempest | |
| 30 | Nov | 2008 | Lge Div 6 | Colchester Utd Deaf | 0-1 | Sporting Colchester | |
| 30 | Nov | 2008 | TLC | R3 | Elmstead Athletic | 5-4 | Bayern Monkwick |
| 30 | Nov | 2008 | TLC | R3 | Real BTS | 5-2 | Corecalona |
| 7 | Dec | 2008 | Premier | S.C.Kelvedon | 5-0 | Bayern Monkwick | |
| 7 | Dec | 2008 | Lge Div 1 | CUSA | 1-1 | Middlewick Rangers | |
| 7 | Dec | 2008 | Lge Div 1 | Oyster Legion | 2-2 | Chappel & Wakes Colne | |
| 7 | Dec | 2008 | Lge Div 1 | St Edmunds | 4-6 | Highwoods Foxash | |
| 7 | Dec | 2008 | Lge Div 2 | FC Straws | 5-1 | Northgate Athletic | |
| 7 | Dec | 2008 | Lge Div 3 | AFC Lexden | 3-2 | Ramsey Utd Res | |
| 7 | Dec | 2008 | Lge Div 4 | Allstars | 4-1 | Sportsmans | |
| 7 | Dec | 2008 | Lge Div 4 | Colchester Spartans | 0-8 | Tolleshunt Darcy | |
| 7 | Dec | 2008 | Lge Div 4 | Newtown Rovers | 5-3 | Feering Utd | |
| 7 | Dec | 2008 | Lge Div 5 | Athletico Colchester | 4-0 | Newtown Rovers Res | |
| 7 | Dec | 2008 | Lge Div 5 | Feering Utd Res | 2-3 | Wivenhoe Old Boys | |
| 7 | Dec | 2008 | Lge Div 5 | Real BTS Res | 13-0 | Stone Island | |
| 7 | Dec | 2008 | Lge Div 6 | Chappel & Wakes Colne Res | 2-1 | Tolleshunt Darcy Res | |
| 7 | Dec | 2008 | Lge Div 6 | Sporting Colchester | 3-0 | Athletico Layer | |
| 7 | Dec | 2008 | ESJC | R3 | CFC Shalford | w/o B/Sea thru | Brightlingsea Regent |
| 7 | Dec | 2008 | ESJT | R3 | AFC Pegasus Res | P-P | Prettygate |
| 7 | Dec | 2008 | ESJT | R3 | Colne Star | 4-3 | Elmstead Athletic |
| 7 | Dec | 2008 | ESJT | R3 | FC Byair | 2-5 | Borussia Thorpmund |
| 7 | Dec | 2008 | JFMC | R1 | Doverston | 3-2 | Riverview |
| 14 | Dec | 2008 | Lge Div 2 | Pitchbury | P-P | Bayern Monkwick Res | |
| 14 | Dec | 2008 | Lge Div 2 | Riverview | 2-2 (aban) | Revolution | |
| 14 | Dec | 2008 | Lge Div 3 | Ramsey Utd Res | 7-2 | FC Drury | |
| 14 | Dec | 2008 | Lge Div 4 | Colchester Spartans | 0-4 | Newtown Rovers | |
| 14 | Dec | 2008 | Lge Div 4 | Elmstead Athletic | 3-6 | Feering Utd | |
| 14 | Dec | 2008 | Lge Div 5 | Athletico Colchester | 1-2 | Corecalona | |
| 14 | Dec | 2008 | Lge Div 5 | Feering Utd Res | P-P | St Edmunds Res | |
| 14 | Dec | 2008 | Lge Div 5 | Newtown Rovers Res | 2-4 | Stone Island | |
| 14 | Dec | 2008 | Lge Div 5 | Wivenhoe Old Boys | P-P | Real BTS Res | |
| 14 | Dec | 2008 | Lge Div 6 | Clarendon | 6-2 | Colchester Utd Deaf | |
| 14 | Dec | 2008 | Lge Div 6 | Tolleshunt Darcy Res | P-P | Sporting Colchester | |
| 14 | Dec | 2008 | ESJT | R3 | AFC Pegasus Res | 2-1 | Prettygate |
| 14 | Dec | 2008 | ESPC | R3 | AFC Pegasus | P-P | Bell Sports |
| 14 | Dec | 2008 | ESPC | R3 | Real BTS | 2-0 | Old Town Athletic |
| 14 | Dec | 2008 | JFMC | R1 | FC Byair | 5-0 | FC Straws |
| 14 | Dec | 2008 | JFMC | R1 | Norfolk Destroyers | 3-4 | Dog & Pheasant |
| 14 | Dec | 2008 | JFMC | R1 | Polstead | 3-5 | Botolphs |
| 14 | Dec | 2008 | TLC | R4 | AFC Phoenix | 4-0 | Middlewick Rangers |
| 14 | Dec | 2008 | TLC | R4 | Chappel & Wakes Colne | P-P | Allstars |
| 14 | Dec | 2008 | TLC | R4 | FCB | 2-2 2-3 (aet) | Ramsey Utd |
| 14 | Dec | 2008 | TLC | R4 | Oyster Legion | 2-5 | Colne Star |
| 14 | Dec | 2008 | TLC | R4 | Prettygate | P-P | CUSA |
| 14 | Dec | 2008 | TLC | R4 | St Edmunds | 2-3 | Borussia Thorpmund |
| 14 | Dec | 2008 | WCT | AFC Phoenix Res | 1-3 | Northgate Athletic | |
| 14 | Dec | 2008 | WCT | Brightlingsea Regent | 7-2 | AFC Colchester | |
| 14 | Dec | 2008 | WCT | S.C.Kelvedon | P-P | Doverston | |
| 21 | Dec | 2008 | Premier | AFC Phoenix | 2-6 | S.C.Kelvedon | |
| 21 | Dec | 2008 | Premier | Tollegion | 6-1 | Ramsey Utd | |
| 21 | Dec | 2008 | Lge Div 1 | Brightlingsea Regent | 5-0 | Middlewick Rangers | |
| 21 | Dec | 2008 | Lge Div 2 | Bayern Monkwick Res | 1-0 | Riverview | |
| 21 | Dec | 2008 | Lge Div 3 | FC Byair | 6-1 | AFC Lexden | |
| 21 | Dec | 2008 | Lge Div 3 | Norfolk Destroyers | 3-2 | Dog & Pheasant | |
| 21 | Dec | 2008 | Lge Div 4 | Sportsmans | 2-3 | Tolleshunt Darcy | |
| 21 | Dec | 2008 | Lge Div 5 | St Edmunds Res | 6-2 | Feering Utd Res | |
| 21 | Dec | 2008 | Lge Div 5 | Stone Island | 1-5 | Wivenhoe Old Boys | |
| 21 | Dec | 2008 | Lge Div 6 | Athletico Layer | 3-2 | Colchester Utd Deaf | |
| 21 | Dec | 2008 | ESPC | R3 | AFC Pegasus | 1-2 | Bell Sports |
| 21 | Dec | 2008 | JFMC | R1 | Northgate Athletic | 2-0 | Revolution |
| 21 | Dec | 2008 | TLC | R4 | Chappel & Wakes Colne | ABAN | Allstars |
| 21 | Dec | 2008 | TLC | R4 | Pitchbury | 1-5 | Real BTS |
| 21 | Dec | 2008 | TLC | R4 | Prettygate | 3-2 | CUSA |
| 21 | Dec | 2008 | WCT | AFC Colchester | 0-2 | Colne Star | |
| 21 | Dec | 2008 | WCT | Corecalona | 7-1 | FC Drury | |
| 21 | Dec | 2008 | WCT | Newtown Rovers | 1-2 | Ramsey Utd Res | |
| 21 | Dec | 2008 | WCT | Polstead | 0-12 | Highwoods Foxash | |
| 4 | Jan | 2009 | Premier | S.C.Kelvedon | 3-0 | FCB | |
| 4 | Jan | 2009 | Lge Div 1 | AFC Pegasus Res | 5-1 | Middlewick Rangers | |
| 4 | Jan | 2009 | Lge Div 2 | Bayern Monkwick Res | 1-0 | Pitchbury | |
| 4 | Jan | 2009 | Lge Div 2 | Colne Star | 8-1 | Doverston | |
| 4 | Jan | 2009 | Lge Div 2 | Northgate Athletic | 3-2 | Revolution | |
| 4 | Jan | 2009 | Lge Div 2 | Prettygate | 3-1 | FC Straws | |
| 4 | Jan | 2009 | Lge Div 3 | FC Drury | 1-3 | Polstead | |
| 4 | Jan | 2009 | Lge Div 4 | Feering Utd | 2-2 | FC Drury Res | |
| 4 | Jan | 2009 | Lge Div 4 | Newtown Rovers | ABAN | Sportsmans | |
| 11 | Jan | 2009 | Lge Div 6 | Chappel & Wakes Colne Res | 8-2 | Athletico Layer | |
| 18 | Jan | 2009 | Premier | Tollegion | P-P | Bayern Monkwick | |
| 18 | Jan | 2009 | Lge Div 2 | Botolphs | 0-4 | Doverston | |
| 18 | Jan | 2009 | Lge Div 2 | FC Straws | 3-5 | Pitchbury | |
| 18 | Jan | 2009 | Lge Div 2 | Riverview | P-P | Bayern Monkwick Res | |
| 18 | Jan | 2009 | Lge Div 3 | AFC Phoenix Res | 5-1 | Ramsey Utd Res | |
| 18 | Jan | 2009 | Lge Div 3 | Dog & Pheasant | 1-4 | FC Byair | |
| 18 | Jan | 2009 | Lge Div 4 | Colchester Spartans | 1-7 | Elmstead Athletic | |
| 18 | Jan | 2009 | Lge Div 4 | FC Drury Res | 0-4 | Newtown Rovers | |
| 18 | Jan | 2009 | Lge Div 4 | Feering Utd | 1-4 | Allstars | |
| 18 | Jan | 2009 | Lge Div 4 | Tolleshunt Darcy | 4-3 | Sportsmans | |
| 18 | Jan | 2009 | Lge Div 5 | Athletico Colchester | 2-9 | Wivenhoe Old Boys | |
| 18 | Jan | 2009 | Lge Div 5 | Stone Island | 1-7 | Corecalona | |
| 18 | Jan | 2009 | Lge Div 6 | Colchester Utd Deaf | 2-4 | Clarendon | |
| 18 | Jan | 2009 | Lge Div 6 | Sporting Colchester | 1-6 | Chappel & Wakes Colne Res | |
| 18 | Jan | 2009 | ESJC | SF | Fairview Rangers | 5-4 (aet) | Brightlingsea Regent |
| 18 | Jan | 2009 | ESJT | SF | Borussia Thorpmund | 1-2 | AFC Pegasus Res |
| 18 | Jan | 2009 | ESJT | SF | FC Sparta | 1-3 | Colne Star |
| 18 | Jan | 2009 | JFMC | R1 | Prettygate | 10-1 | AFC Lexden |
| 18 | Jan | 2009 | RCC | Prelim | Ramsey Utd | 2-2 3-3 (aet) 1-4 (pens) | CUSA |
| 18 | Jan | 2009 | RCC | R1 | Highwoods Foxash | 5-2 | FCB |
| 18 | Jan | 2009 | RCC | R1 | Middlewick Rangers | 1-5 | Chappel & Wakes Colne |
| 18 | Jan | 2009 | RCC | R1 | Real BTS | 5-4 | AFC Pegasus |
| 18 | Jan | 2009 | RCC | R1 | S.C.Kelvedon | 3-1 | St Edmunds |
| 18 | Jan | 2009 | WCT | FC Drury | 2-4 | AFC Colchester | |
| 18 | Jan | 2009 | WCT | Northgate Athletic | 3-2 | Real BTS Res | |
| 25 | Jan | 2009 | Premier | AFC Pegasus | 7-0 | Ramsey Utd | |
| 25 | Jan | 2009 | Lge Div 2 | FC Straws | 3-0 | Botolphs | |
| 25 | Jan | 2009 | Lge Div 2 | Revolution | 8-4 | Northgate Athletic | |
| 25 | Jan | 2009 | Lge Div 3 | AFC Lexden | 1-4 | Dog & Pheasant | |
| 25 | Jan | 2009 | TMT | R1 | St Edmunds Res | 3-5 | Bayern Monkwick Res |
| 25 | Jan | 2009 | WCT | S.C.Kelvedon | 5-2 | Oyster Legion | |
| 1 | Feb | 2009 | Premier | Tollegion | 0-7 | AFC Pegasus | |
| 1 | Feb | 2009 | Lge Div 1 | Chappel & Wakes Colne | 4-4 | St Edmunds | |
| 1 | Feb | 2009 | Lge Div 1 | CUSA | 2-2 | Highwoods Foxash | |
| 1 | Feb | 2009 | Lge Div 1 | Oyster Legion | 1-7 | Middlewick Rangers | |
| 1 | Feb | 2009 | Lge Div 2 | Pitchbury | 4-0 | Northgate Athletic | |
| 1 | Feb | 2009 | Lge Div 2 | Prettygate | 4-1 | Riverview | |
| 1 | Feb | 2009 | Lge Div 3 | AFC Lexden | 0-4 | Borussia Thorpmund | |
| 1 | Feb | 2009 | Lge Div 3 | Dog & Pheasant | 1-1 | Ramsey Utd Res | |
| 1 | Feb | 2009 | Lge Div 3 | FC Byair | 6-2 | Polstead | |
| 1 | Feb | 2009 | Lge Div 3 | FC Drury | 1-4 | Norfolk Destroyers | |
| 1 | Feb | 2009 | Lge Div 4 | Allstars | 9-2 | FC Drury Res | |
| 1 | Feb | 2009 | Lge Div 4 | Colchester Spartans | 1-8 | Feering Utd | |
| 1 | Feb | 2009 | Lge Div 5 | Newtown Rovers Res | 0-7 | Corecalona | |
| 1 | Feb | 2009 | Lge Div 5 | Stone Island | 0-0 | Athletico Colchester | |
| 1 | Feb | 2009 | Lge Div 5 | Wivenhoe Old Boys | 4-3 | Real BTS Res | |
| 1 | Feb | 2009 | Lge Div 6 | AFC Colchester | 1-2 | Tempest | |
| 1 | Feb | 2009 | EOCC | Prelim | Colchester Utd Deaf | 2-2 2-4 (aet) | Sporting Colchester |
| 1 | Feb | 2009 | ESPC | R4 | Real BTS | 0-3 | Writtle |
| 1 | Feb | 2009 | TMT | R1 | Feering Utd Res | 6-4 | Chappel & Wakes Colne Res |
| 1 | Feb | 2009 | WCT | Doverston | 2-6 | S.C.Kelvedon | |
| 1 | Feb | 2009 | WCT | FC Straws | 0-2 | Elmstead Athletic | |
| 1 | Feb | 2009 | WCT | Sportsmans | 1-4 | FCB | |
| 8 | Feb | 2009 | Lge Div 2 | Northgate Athletic | 0-3 | Riverview | |
| 8 | Feb | 2009 | Lge Div 3 | Borussia Thorpmund | 6-1 | Ramsey Utd Res | |
| 8 | Feb | 2009 | TLC | R4 | Elmstead Athletic | 3-4 | AFC Pegasus |
| 8 | Feb | 2009 | TMT | R1 | Real BTS Res | 8-2 | AFC Phoenix Res |
| 15 | Feb | 2009 | Lge Div 1 | Brightlingsea Regent | 5-0 | Highwoods Foxash | |
| 15 | Feb | 2009 | Lge Div 2 | Botolphs | 3-2 | Revolution | |
| 15 | Feb | 2009 | Lge Div 2 | Doverston | 2-1 | Riverview | |
| 15 | Feb | 2009 | Lge Div 3 | FC Drury | 3-5 | AFC Lexden | |
| 15 | Feb | 2009 | Lge Div 3 | Polstead | 4-13 | FC Byair | |
| 15 | Feb | 2009 | Lge Div 5 | Real BTS Res | 1-0 | St Edmunds Res | |
| 15 | Feb | 2009 | Lge Div 5 | Stone Island | 5-2 | Newtown Rovers Res | |
| 15 | Feb | 2009 | EOCC | R1 | Colchester Spartans | 0-7 | Tempest |
| 15 | Feb | 2009 | EOCC | R1 | Newtown Rovers | 4-2 | Sporting Colchester |
| 15 | Feb | 2009 | ESJT | QF | Noaklands | 6-1 | Colne Star |
| 15 | Feb | 2009 | RCC | R1 | CUSA | 2-3 | Bayern Monkwick |
| 15 | Feb | 2009 | TLC | QF | Ramsey Utd | 0-3 | Borussia Thorpmund |
| 15 | Feb | 2009 | TMT | QF | Feering Utd Res | 1-6 | S.C.Kelvedon Res |
| 15 | Feb | 2009 | TMT | R1 | FC Drury Res | 1-6 | Ramsey Utd Res |
| 22 | Feb | 2009 | Premier | Ramsey Utd | 1-1 | FCB | |
| 22 | Feb | 2009 | Lge Div 1 | St Edmunds | 8-0 | Oyster Legion | |
| 22 | Feb | 2009 | Lge Div 2 | Botolphs | 2-4 | Bayern Monkwick Res | |
| 22 | Feb | 2009 | Lge Div 2 | Colne Star | 7-0 | Northgate Athletic | |
| 22 | Feb | 2009 | Lge Div 2 | Pitchbury | 0-1 | Doverston | |
| 22 | Feb | 2009 | Lge Div 3 | AFC Lexden | 8-0 | FC Drury | |
| 22 | Feb | 2009 | Lge Div 3 | AFC Phoenix Res | 0-5 | Borussia Thorpmund | |
| 22 | Feb | 2009 | Lge Div 3 | Dog & Pheasant | 6-1 | Polstead | |
| 22 | Feb | 2009 | Lge Div 4 | Newtown Rovers | 0-1 | FC Drury Res | |
| 22 | Feb | 2009 | Lge Div 5 | Real BTS Res | 6-2 | Feering Utd Res | |
| 22 | Feb | 2009 | Lge Div 6 | Sporting Colchester | 2-3 | Colchester Utd Deaf | |
| 22 | Feb | 2009 | EOCC | R1 | Clarendon | 0-4 | AFC Colchester |
| 22 | Feb | 2009 | EOCC | R1 | Corecalona | 2-0 (aet) | Elmstead Athletic |
| 22 | Feb | 2009 | EOCC | R1 | Feering Utd | 3-3 (aet) 5-3 (pens) | Athletico Colchester |
| 22 | Feb | 2009 | EOCC | R1 | Tolleshunt Darcy | 3-1 | Stone Island |
| 22 | Feb | 2009 | EOCC | R1 | Wivenhoe Old Boys | 2-1 | Sportsmans |
| 22 | Feb | 2009 | ESJT | QF | Gifford Wndrs U21 | 0-3 | AFC Pegasus Res |
| 22 | Feb | 2009 | RCC | QF | Bayern Monkwick | 3-2 | Chappel & Wakes Colne |
| 22 | Feb | 2009 | RCC | QF | S.C.Kelvedon | 10-1 | Tollegion |
| 22 | Feb | 2009 | RCC | R1 | AFC Phoenix | 4-1 | Brightlingsea Regent |
| 22 | Feb | 2009 | TLC | QF | AFC Pegasus | 7-4 | Prettygate |
| 1 | Mar | 2009 | Premier | Ramsey Utd | 0-4 | S.C.Kelvedon | |
| 1 | Mar | 2009 | Lge Div 1 | Middlewick Rangers | 0-2 | Oyster Legion | |
| 1 | Mar | 2009 | Lge Div 1 | S.C.Kelvedon Res | 1-0 | Highwoods Foxash | |
| 1 | Mar | 2009 | Lge Div 1 | St Edmunds | 2-3 | CUSA | |
| 1 | Mar | 2009 | Lge Div 2 | Doverston | 6-1 | Botolphs | |
| 1 | Mar | 2009 | Lge Div 2 | FC Straws | 0-5 | Colne Star | |
| 1 | Mar | 2009 | Lge Div 2 | Prettygate | 8-2 | Northgate Athletic | |
| 1 | Mar | 2009 | Lge Div 3 | AFC Lexden | 3-4 | AFC Phoenix Res | |
| 1 | Mar | 2009 | Lge Div 3 | FC Drury | 2-4 | FC Byair | |
| 1 | Mar | 2009 | Lge Div 4 | Elmstead Athletic | 3-1 | Tolleshunt Darcy | |
| 1 | Mar | 2009 | Lge Div 4 | FC Drury Res | 2-3 | Colchester Spartans | |
| 1 | Mar | 2009 | Lge Div 4 | Sportsmans | 2-8 | Newtown Rovers | |
| 1 | Mar | 2009 | Lge Div 5 | St Edmunds Res | 6-1 | Athletico Colchester | |
| 1 | Mar | 2009 | Lge Div 5 | Wivenhoe Old Boys | 6-2 | Stone Island | |
| 1 | Mar | 2009 | Lge Div 6 | Colchester Utd Deaf | 3-1 | Athletico Layer | |
| 1 | Mar | 2009 | TLC | QF | AFC Phoenix | 2-4 | Real BTS |
| 1 | Mar | 2009 | TLC | R4 | Chappel & Wakes Colne | 0-3 | Allstars |
| 1 | Mar | 2009 | TMT | QF | AFC Pegasus Res | 2-1 | Real BTS Res |
| 1 | Mar | 2009 | TMT | QF | Newtown Rovers Res | 3-1 | Ramsey Utd Res |
| 1 | Mar | 2009 | TMT | QF | Tolleshunt Darcy Res | 1-3 | Bayern Monkwick Res |
| 1 | Mar | 2009 | WCT | Brightlingsea Regent | 2-4 | Corecalona | |
| 8 | Mar | 2009 | Premier | AFC Phoenix | 10-1 | Ramsey Utd | |
| 8 | Mar | 2009 | Premier | Bayern Monkwick | 2-0 | FCB | |
| 8 | Mar | 2009 | Premier | S.C.Kelvedon | 1-1 | AFC Pegasus | |
| 8 | Mar | 2009 | Lge Div 1 | CUSA | 1-1 | S.C.Kelvedon Res | |
| 8 | Mar | 2009 | Lge Div 1 | Middlewick Rangers | 0-1 | Chappel & Wakes Colne | |
| 8 | Mar | 2009 | Lge Div 1 | St Edmunds | 2-5 | Brightlingsea Regent | |
| 8 | Mar | 2009 | Lge Div 2 | FC Straws | 2-1 | Revolution | |
| 8 | Mar | 2009 | Lge Div 3 | Norfolk Destroyers | 4-2 | AFC Lexden | |
| 8 | Mar | 2009 | Lge Div 3 | Ramsey Utd Res | 1-4 | AFC Phoenix Res | |
| 8 | Mar | 2009 | Lge Div 4 | Sportsmans | 1-2 | Elmstead Athletic | |
| 8 | Mar | 2009 | Lge Div 5 | Feering Utd Res | 6-1 | Newtown Rovers Res | |
| 8 | Mar | 2009 | Lge Div 5 | St Edmunds Res | 5-3 | Real BTS Res | |
| 8 | Mar | 2009 | Lge Div 6 | Chappel & Wakes Colne Res | 4-5 | Clarendon | |
| 8 | Mar | 2009 | Lge Div 6 | Tempest | 3-1 | Sporting Colchester | |
| 8 | Mar | 2009 | EOCC | QF | Corecalona | 6-1 | AFC Colchester |
| 8 | Mar | 2009 | EOCC | QF | Newtown Rovers | 3-2 | Feering Utd |
| 8 | Mar | 2009 | EOCC | QF | Wivenhoe Old Boys | 3-1 | Tolleshunt Darcy |
| 8 | Mar | 2009 | ESJT | SF | Wakering Hart | 5-1 | AFC Pegasus Res |
| 8 | Mar | 2009 | JFMC | QF | Botolphs | 2-9 | Borussia Thorpmund |
| 8 | Mar | 2009 | JFMC | QF | Colne Star | 6-0 | Northgate Athletic |
| 8 | Mar | 2009 | JFMC | QF | FC Byair | 1-5 | Doverston |
| 8 | Mar | 2009 | JFMC | QF | Prettygate | 6-3 (aet) | Dog & Pheasant |
| 8 | Mar | 2009 | RCC | QF | Real BTS | 6-4 | Highwoods Foxash |
| 12 | Mar | 2009 | Lge Div 2 | Colne Star | 2-0 | FC Straws | |
| 15 | Mar | 2009 | Premier | AFC Phoenix | 2-2 | AFC Pegasus | |
| 15 | Mar | 2009 | Premier | Real BTS | 1-0 | S.C.Kelvedon | |
| 15 | Mar | 2009 | Lge Div 1 | Chappel & Wakes Colne | 0-1 | Highwoods Foxash | |
| 15 | Mar | 2009 | Lge Div 2 | Northgate Athletic | 5-2 | FC Straws | |
| 15 | Mar | 2009 | Lge Div 2 | Prettygate | 5-1 9-1 | Botolphs | |
| 15 | Mar | 2009 | Lge Div 3 | AFC Phoenix Res | 0-0 | Dog & Pheasant | |
| 15 | Mar | 2009 | Lge Div 3 | Borussia Thorpmund | 1-1 1-1 | FC Byair | |
| 15 | Mar | 2009 | Lge Div 3 | Ramsey Utd Res | 2-4 | Polstead | |
| 15 | Mar | 2009 | Lge Div 4 | FC Drury Res | 2-6 | Feering Utd | |
| 15 | Mar | 2009 | Lge Div 4 | Newtown Rovers | 1-1 | Sportsmans | |
| 15 | Mar | 2009 | Lge Div 4 | Tolleshunt Darcy | 3-0 | Elmstead Athletic | |
| 15 | Mar | 2009 | Lge Div 5 | Athletico Colchester | 1-4 | St Edmunds Res | |
| 15 | Mar | 2009 | Lge Div 5 | Corecalona | 7-2 | Wivenhoe Old Boys | |
| 15 | Mar | 2009 | Lge Div 6 | Clarendon | 0-3 | AFC Colchester | |
| 15 | Mar | 2009 | Lge Div 6 | Colchester Utd Deaf | 3-3 | Chappel & Wakes Colne Res | |
| 15 | Mar | 2009 | TLC | QF | Allstars | 0-0 (aet) 2-3 (pens) | Colne Star |
| 15 | Mar | 2009 | TMT | SF | Newtown Rovers Res | 0-9 | Bayern Monkwick Res |
| 15 | Mar | 2009 | TMT | SF | S.C.Kelvedon Res | 2-3 | AFC Pegasus Res |
| 15 | Mar | 2009 | WCT | Brightlingsea Regent | 7-0 | FC Drury | |
| 15 | Mar | 2009 | WCT | Doverston | 2-2 | Oyster Legion | |
| 15 | Mar | 2009 | WCT | FCB | 2-4 | Middlewick Rangers | |
| 15 | Mar | 2009 | WCT | Pitchbury | 0-2 | St Edmunds | |
| 22 | Mar | 2009 | Premier | Tollegion | 1-2 | Bayern Monkwick | |
| 22 | Mar | 2009 | Lge Div 1 | Chappel & Wakes Colne | 3-2 | CUSA | |
| 22 | Mar | 2009 | Lge Div 1 | Highwoods Foxash | 1-4 | Brightlingsea Regent | |
| 22 | Mar | 2009 | Lge Div 1 | Middlewick Rangers | 1-3 | St Edmunds | |
| 22 | Mar | 2009 | Lge Div 1 | S.C.Kelvedon Res | 2-0 | AFC Pegasus Res | |
| 22 | Mar | 2009 | Lge Div 2 | Doverston | 5-5 | FC Straws | |
| 22 | Mar | 2009 | Lge Div 2 | Prettygate | 2-3 1-1 | Bayern Monkwick Res | |
| 22 | Mar | 2009 | Lge Div 2 | Riverview | 2-4 | Botolphs | |
| 22 | Mar | 2009 | Lge Div 3 | FC Byair | 3-0 | Ramsey Utd Res | |
| 22 | Mar | 2009 | Lge Div 3 | FC Drury | 0-2 | Dog & Pheasant | |
| 22 | Mar | 2009 | Lge Div 3 | Polstead | 1-5 | AFC Phoenix Res | |
| 22 | Mar | 2009 | Lge Div 4 | Newtown Rovers | 2-7 | Elmstead Athletic | |
| 22 | Mar | 2009 | Lge Div 5 | Feering Utd Res | 2-5 | Corecalona | |
| 22 | Mar | 2009 | Lge Div 5 | Wivenhoe Old Boys | 1-4 | St Edmunds Res | |
| 22 | Mar | 2009 | Lge Div 6 | AFC Colchester | 3-1 | Sporting Colchester | |
| 22 | Mar | 2009 | Lge Div 6 | Colchester Utd Deaf | 1-3 | Tolleshunt Darcy Res | |
| 22 | Mar | 2009 | RCC | QF | Oyster Legion | 2-4 | AFC Phoenix |
| 22 | Mar | 2009 | TLC | SF | Borussia Thorpmund | 2-3 | AFC Pegasus |
| 22 | Mar | 2009 | TLC | SF | Real BTS | 2-2 (aet) 5-4 (pens) | Colne Star |
| 25 | Mar | 2009 | Lge Div 2 | Colne Star | 7-1 | Revolution | |
| 29 | Mar | 2009 | Premier | FCB | 0-3 | AFC Pegasus | |
| 29 | Mar | 2009 | Lge Div 1 | Highwoods Foxash | 3-1 | CUSA | |
| 29 | Mar | 2009 | Lge Div 1 | Oyster Legion | 0-4 | Brightlingsea Regent | |
| 29 | Mar | 2009 | Lge Div 1 | St Edmunds | 1-1 | Chappel & Wakes Colne | |
| 29 | Mar | 2009 | Lge Div 2 | Bayern Monkwick Res | 7-0 | Northgate Athletic | |
| 29 | Mar | 2009 | Lge Div 2 | Botolphs | 2-3 | Pitchbury | |
| 29 | Mar | 2009 | Lge Div 2 | Riverview | 1-1 | FC Straws | |
| 29 | Mar | 2009 | Lge Div 3 | AFC Phoenix Res | 1-0 | Polstead | |
| 29 | Mar | 2009 | Lge Div 3 | Dog & Pheasant | 2-3 | AFC Lexden | |
| 29 | Mar | 2009 | Lge Div 3 | FC Byair | 3-1 | Norfolk Destroyers | |
| 29 | Mar | 2009 | Lge Div 4 | Elmstead Athletic | 4-0 | Newtown Rovers | |
| 29 | Mar | 2009 | Lge Div 4 | Sportsmans | 0-6 | Feering Utd | |
| 29 | Mar | 2009 | Lge Div 5 | Corecalona | 5-0 | Real BTS Res | |
| 29 | Mar | 2009 | Lge Div 5 | Feering Utd Res | 2-7 | St Edmunds Res | |
| 29 | Mar | 2009 | Lge Div 6 | Chappel & Wakes Colne Res | 1-0 | Sporting Colchester | |
| 29 | Mar | 2009 | Lge Div 6 | Tolleshunt Darcy Res | 3-1 | Colchester Utd Deaf | |
| 29 | Mar | 2009 | EOCC | QF | Tempest | 2-10 | Allstars |
| 29 | Mar | 2009 | JFMC | SF | Doverston | 5-3 | Colne Star |
| 29 | Mar | 2009 | JFMC | SF | Prettygate | 4-2 | Borussia Thorpmund |
| 29 | Mar | 2009 | RCC | SF | AFC Phoenix | 6-4 | Bayern Monkwick |
| 29 | Mar | 2009 | RCC | SF | Real BTS | 3-2 | S.C.Kelvedon |
| 5 | Apr | 2009 | Premier | Ramsey Utd | 1-6 | Real BTS | |
| 5 | Apr | 2009 | Lge Div 2 | FC Straws | 3-1 | Doverston | |
| 5 | Apr | 2009 | Lge Div 2 | Revolution | 2-3 | Prettygate | |
| 5 | Apr | 2009 | Lge Div 3 | FC Byair | 3-1 | Dog & Pheasant | |
| 5 | Apr | 2009 | Lge Div 3 | FC Drury | 0-5 | Borussia Thorpmund | |
| 5 | Apr | 2009 | Lge Div 6 | Tolleshunt Darcy Res | 3-0 | Sporting Colchester | |
| 5 | Apr | 2009 | EOCC | SF | Newtown Rovers | 1-2 | Corecalona |
| 5 | Apr | 2009 | EOCC | SF | Wivenhoe Old Boys | 2-3 | Allstars |
| 5 | Apr | 2009 | TMT | Final | AFC Pegasus Res | 1-2 | Bayern Monkwick Res |
| 5 | Apr | 2009 | WCT | Colne Star | 1-0 | Brightlingsea Regent | |
| 5 | Apr | 2009 | WCT | KO | AFC Lexden | 2-3 (aet) | AFC Phoenix Res |
| 5 | Apr | 2009 | WCT | KO | Chappel & Wakes Colne Res | 3-2 | Northgate Athletic |
| 5 | Apr | 2009 | WCT | KO | Elmstead Athletic | 5-1 | Oyster Legion |
| 5 | Apr | 2009 | WCT | KO | Feering Utd | 2-3 | CUSA |
| 5 | Apr | 2009 | WCT | KO | Riverview | 1-0 | Middlewick Rangers |
| 5 | Apr | 2009 | WCT | KO | St Edmunds | 1-0 | Highwoods Foxash |
| 12 | Apr | 2009 | Premier | AFC Pegasus | 9-0 | Bayern Monkwick | |
| 12 | Apr | 2009 | Premier | FCB | 1-2 | Tollegion | |
| 12 | Apr | 2009 | Lge Div 1 | Chappel & Wakes Colne | 1-1 | Brightlingsea Regent | |
| 12 | Apr | 2009 | Lge Div 1 | CUSA | 0-4 | AFC Pegasus Res | |
| 12 | Apr | 2009 | Lge Div 1 | Highwoods Foxash | P-P | S.C.Kelvedon Res | |
| 12 | Apr | 2009 | Lge Div 1 | Oyster Legion | 0-3 | St Edmunds | |
| 12 | Apr | 2009 | Lge Div 2 | Bayern Monkwick Res | 4-1 | Doverston | |
| 12 | Apr | 2009 | Lge Div 2 | Riverview | 1-2 | Prettygate | |
| 12 | Apr | 2009 | Lge Div 3 | AFC Phoenix Res | 1-2 0-3 | FC Drury | |
| 12 | Apr | 2009 | Lge Div 3 | Borussia Thorpmund | 9-0 | Dog & Pheasant | |
| 12 | Apr | 2009 | Lge Div 4 | Elmstead Athletic | 2-0 2-0 | Allstars | |
| 12 | Apr | 2009 | Lge Div 4 | Feering Utd | 6-1 | Newtown Rovers | |
| 12 | Apr | 2009 | Lge Div 6 | Colchester Utd Deaf | 1-6 | Tempest | |
| 12 | Apr | 2009 | Lge Div 6 | Tolleshunt Darcy Res | 4-2 | Clarendon | |
| 12 | Apr | 2009 | RCC | Final | Real BTS | 0-2 | AFC Phoenix |
| 12 | Apr | 2009 | WCT | KO | Corecalona | 2-0 | Wivenhoe Old Boys |
| 12 | Apr | 2009 | WCT | KO | S.C.Kelvedon | 2-4 | Colne Star |
| 19 | Apr | 2009 | JFMC | Final | Prettygate | 5-1 | Doverston |
| 19 | Apr | 2009 | Premier | AFC Pegasus | 2-2 | Real BTS | |
| 19 | Apr | 2009 | Premier | FCB | 0-10 | AFC Phoenix | |
| 19 | Apr | 2009 | Lge Div 1 | Highwoods Foxash | 4-1 | Chappel & Wakes Colne | |
| 19 | Apr | 2009 | Lge Div 1 | Oyster Legion | 1-4 | AFC Pegasus Res | |
| 19 | Apr | 2009 | Lge Div 2 | Pitchbury | 4-1 | FC Straws | |
| 19 | Apr | 2009 | Lge Div 3 | Dog & Pheasant | 2-0 | Norfolk Destroyers | |
| 19 | Apr | 2009 | Lge Div 3 | Ramsey Utd Res | 1-9 | Borussia Thorpmund | |
| 19 | Apr | 2009 | Lge Div 4 | Feering Utd | 0-3 | Tolleshunt Darcy | |
| 19 | Apr | 2009 | Lge Div 4 | Newtown Rovers | 0-3 | Allstars | |
| 19 | Apr | 2009 | Lge Div 6 | AFC Colchester | 3-1 | Colchester Utd Deaf | |
| 19 | Apr | 2009 | WCT | QF | Colne Star | 12-0 | AFC Phoenix Res |
| 19 | Apr | 2009 | WCT | QF | CUSA | 1-2 | Elmstead Athletic |
| 19 | Apr | 2009 | WCT | QF | Riverview | 0-2 | Chappel & Wakes Colne Res |
| 19 | Apr | 2009 | WCT | QF | St Edmunds | 3-4 | Corecalona |
| 23 | Apr | 2009 | Lge Div 2 | Colne Star | 3-4 | Doverston | |
| 26 | Apr | 2009 | EOCC | Final | Corecalona | 2-1 | Allstars |
| 26 | Apr | 2009 | Premier | AFC Phoenix | 7-2 | FCB | |
| 26 | Apr | 2009 | Premier | Real BTS | 8-1 | Tollegion | |
| 26 | Apr | 2009 | Lge Div 1 | Chappel & Wakes Colne | 2-1 | AFC Pegasus Res | |
| 26 | Apr | 2009 | Lge Div 1 | CUSA | 1-2 0-2 | Brightlingsea Regent | |
| 26 | Apr | 2009 | Lge Div 1 | Highwoods Foxash | 2-3 | Oyster Legion | |
| 26 | Apr | 2009 | Lge Div 1 | S.C.Kelvedon Res | 1-4 | St Edmunds | |
| 26 | Apr | 2009 | Lge Div 2 | Northgate Athletic | 1-6 | Doverston | |
| 26 | Apr | 2009 | Lge Div 2 | Prettygate | 4-3 | Pitchbury | |
| 26 | Apr | 2009 | Lge Div 2 | Riverview | 1-5 | Bayern Monkwick Res | |
| 26 | Apr | 2009 | Lge Div 3 | AFC Phoenix Res | 0-0 | FC Byair | |
| 26 | Apr | 2009 | Lge Div 3 | Borussia Thorpmund | 3-2 | AFC Lexden | |
| 26 | Apr | 2009 | Lge Div 4 | Tolleshunt Darcy | 4-2 | Newtown Rovers | |
| 26 | Apr | 2009 | Lge Div 5 | Wivenhoe Old Boys | 3-2 | Feering Utd Res | |
| 26 | Apr | 2009 | WCT | SF | Elmstead Athletic | 0-3 | Colne Star |
| 30 | Apr | 2009 | Lge Div 2 | Colne Star | 8-0 | Riverview | |
| 3 | May | 2009 | WCT | SF | Chappel & Wakes Colne Res | 0-4 | Corecalona |
| 10 | May | 2009 | TLC | Final | AFC Pegasus | 3-1 | Real BTS |
| 10 | May | 2009 | Premier | Bayern Monkwick | 1-10 | AFC Phoenix | |
| 10 | May | 2009 | Lge Div 1 | AFC Pegasus Res | 1-1 | Highwoods Foxash | |
| 10 | May | 2009 | Lge Div 1 | Brightlingsea Regent | 2-2 | Chappel & Wakes Colne | |
| 10 | May | 2009 | Lge Div 1 | CUSA | 3-2 | St Edmunds | |
| 10 | May | 2009 | Lge Div 2 | Bayern Monkwick Res | 5-3 | Colne Star | |
| 10 | May | 2009 | Lge Div 3 | Norfolk Destroyers | 0-2 1-4 | Borussia Thorpmund | |
| 10 | May | 2009 | Lge Div 5 | Corecalona | 1-0 5-5 | St Edmunds Res | |
| 10 | May | 2009 | Lge Div 6 | Chappel & Wakes Colne Res | 3-7 | AFC Colchester | |
| 17 | May | 2009 | WCT | Final | Colne Star | 3-0 | Corecalona |
