1 – FC Clacton (Blues) 2-1 Wilvale Rangers U17A
2 – Tempest (Blues) L-W St Edmund's
3 – Trinity A W-L Wivenhoe Town (Colchester)
4 – Notley W-L Barn Sports U17A
5 – Hullbridge Sports B 1-2 Forest Glade
6 – Ekco Whitecaps 1-2 Barn Sports
7 – Ridgeway Rovers U17 5-3 Heath Park Juniors
8 – Debden Sports Club 4-3 Ongar Juniors (aet)
9 – Upminster Park Rovers 0-3 Canvey Island A
10 – Broomfield U17 4-1 St Clere’s B
11 – Lawford Junior (Blues) 0-6 Tigers U17
12 – Shield Academy W-L Senrab
13 – Chalvedon Boys A L-W Stambridge United A
14 – Woodham Radars 2-1 Great Danes
15 – Great Bradfords (Blues) 2-3 Colchester Villa (aet)
16 – Elmwood Colts A W-L Singh Sabha Barking U17
17 – Rayleigh Boys A 6-5 Deaneswood A
18 – Stones Athletic U17 L-W Thurrock U17
19 – Brentwood Athletic U17A 3-0 Belmont Juniors
20 – Kingsborough 3-0 Sprint
21 – Grays Athletic (CYFL) 2-4 Brentwood Athletic A
22 – Aztec U17A 6-1 Little Thurrock Dynamos (Dolphins)
Preliminary Round (18th October 2009)
23 – Elmwood Colts A 4-0 Great Bradfords (Reds)
24 – St Clere’s A 3-2 Shore Athletic A
25 – Brentwood Athletic U17A 3-1 Stanway Villa
26 – Springfield 3-1 Essex Royals
27 – Catholic United Minors A 2-0 Kingsborough
28 – Cowley Boys U17A 0-8 Colebrook Royals
29 – Perry Street 2-1 Shield Academy
30 – Herongate Athletic 1-4 Debden Sports Club
31 – Catford Park Royals U17 0-5 Woodham Radars
32 – Ridgeway Rovers U17 5-3 Witham Nomads
33 – Wilvale Rangers U17B 1-9 Aztec U17A
34 – Tigers U17 W-L Stanford Wanderers U17
35 – Abbey Youth L-W Colchester Villa
36 – Old Chelmsfordians W-L Barca U17
37 – St Edmund's 2-3 Brentwood Athletic A
38 – Stambridge United A 0-1 Barn Sports
39 – Notley 5-2 Thurrock U17
40 – Rayleigh Boys A 1-2 Broomfield U17
41 – Trinity A 0-5 FC Clacton (Blues)
42 – Canvey Island A 4-3 Forest Glade
Round One (15th November 2009)
43 – St Clere's A 0-11 Brentwood Athletic Youth A
44 – Perry Street 3-1 Canvey Island Youth A
45 – FC Clacton Blues 0-4 Catholic United Minors A
46 – Aztec U17A 3-2 Debden Sports Club
47 – Woodham Radars 3-1 Ridgeway Rovers U17
48 – Old Chelmsfordians 1-8 Broomfield U17
49 – Elmwood Colts A 3-1 Notley
50 – Colebrook Royals 3-2 Brentwood Athletic U17A
51 – Springfield 1-5 Barn Sports
52 – Colchester Villa 3-2 Tigers U17
Round Two (29th November 2009)
53 – Brentwood Athletic Youth A 7-0 Elmwood Colts A
54 – Catholic United Minors A 2-2 Woodham Radars (aet, 1-3 pens)
55 – Barn Sports 3-3 Perry Street (aet, 5-6 pens)
56 – Aztec U17A 3-1 Colebrook Royals
57 – Colchester Villa 0-2 Broomfield U17
Round Three (13th December 2009)
58 – Southend Manor Junior 0-4 Grays Athletic (EJA)
59 – Redbridge 1-0 Hullbridge Sports A
60 – Heybridge Swifts 2-6 AFC Hornchurch
61 – Clapton 3-0 Perry Street
62 – Lodge Youth 2-0 Burnham Ramblers
63 – Billericay Town 8-1 Coggeshall Town
64 – Brentwood Athletic Youth A 5-1 Ilford
65 – Romford 0-3 Brentwood Town
66 – Bowers & Pitsea 2-7 Snaresbrook & Interwood
67 – Stanway Rovers L-W Chelmsford City A
68 – Wivenhoe Town (EJA) W-L Maldon Town
69 – Mountnessing Boca 2-4 Aveley A
70 – Halstead Town B W-L Harlow Town
71 – Woodham Radars 2-4 East Thurrock United
72 – Thurrock 4-3 Concord Rangers
73 – Aztec U17A 1-1 Broomfield U17 (aet, 3-1 pens)
Round Four (17th January 2010)
74 - Redbridge 3-2 Brentwood Town
75 - Halstead Town B 1-5 AFC Hornchurch
76 - Aveley A 6-1 Wivenhoe Town (EJA)
77 - Chelmsford City A 4-1 Aztec U17A
78 - Brentwood Athletic Youth A 0-1 Lodge Youth (aet)
79 - Snaresbrook & Interwood 3-2 Grays Athletic (EJA)
80 - East Thurrock United 3-2 Clapton (aet)
81 - Thurrock 1-2 Billericay Town
Quarter-Finals (7th February 2010)
82 - Snaresbrook & Interwood vs Billericay Town (14th Mar)
83 - Chelmsford City A vs East Thurrock United (14th Mar)
84 - AFC Hornchurch 1-2 Redbridge
85 - Lodge Youth 0-0 Aveley A (aet, 4-3 pens)
Semi-Finals (21st March 2010)
86 - Lodge Youth vs Redbridge
87 - Winners of Match 83 vs Winners of Match 82
Final (Wednesday 28th April 2010, Heybridge Swifts FC)
Key
W-L - Home win by walkover
L-W - Away win by walkover
P-P - Match Postponed
A-A - Match Abandoned
L-L - Late Result