1 - Wivenhoe Town 1-3 Halstead Town (Report)
2 - London APSA 4-1 FC Clacton
3 - Saffron Walden 3-0 Harwich & Parkeston
Round Two (by 10th October 2009)
4 - Bowers & Pitsea 3-1 Stansted (Report)
5 - Stanway Rovers 4-2 Barking (aet) (Report)
6 - Hullbridge Sports 2-1 Tiptree United
7 - London APSA 1-3 Basildon United (Report)
(Basildon United removed, London APSA reinstated)
8 - Saffron Walden Town 4-2 Takeley
9 - Burnham Ramblers 7-1 Eton Manor
10 - Witham Town 2-2 Halstead Town (aet, 1-4 pens) (Report)
11 - Southend Manor 1-1 Barkingside (aet, 5-4 pens)
Round Three (by 7th November 2009)
12 - Burnham Ramblers 1-2 Billericay Town (Report)
13 - Bowers & Pitsea 1-0 Southend United (Report)
14 - Saffron Walden Town 0-3 Concord Rangers (Report)
15 - Halstead Town 0-4 Harlow Town
16 - East Thurrock United 4-3 Thurrock
17 - Southend Manor 3-4 Redbridge (Report)
18 - Braintree Town 3-1 Canvey Island
19 - Waltham Forest 0-2 AFC Hornchurch
20 - Romford 0-5 Grays Athletic
21 - Maldon Town 3-0 Tilbury (Report)
22 - Stanway Rovers 2-3 Waltham Abbey (aet)
23 - Heybridge Swifts 3-4 Chelmsford City (Report)
24 - Aveley 2-1 Brentwood Town (Report)
25 - Dag & Red 3-3 Gt Wakering Rovers (aet, 5-4 pens) (Report)
26 - London APSA 0-2 Hullbridge Sports
27 - Ilford 0-1 Colchester United (Report)
Round Four (by 5th December 2009)
28 - Aveley 4-2 Billericay Town (Report)
29 - Concord Rangers 1-2 Maldon Town
30 - East Thurrock United 0-4 AFC Hornchurch
31 - Chelmsford City 1-0 Grays Athletic (Report)
32 - Hullbridge Sports 1-0 Braintree Town
33 - Waltham Abbey 4-1 Bowers & Pitsea (Report)
34 - Harlow Town 2-3 Dagenham & Redbridge (Report)
35 - Redbridge 1-3 Colchester United (Report)
Quarter-Finals (by 9th January 2010)
36 - Colchester United 7-1 Maldon Town (Report)
37 - Waltham Abbey 0-1 AFC Hornchurch
38 - Dagenham & Redbridge 1-0 Hullbridge Sports
39 - Chelmsford City 5-0 Aveley (Report)
Semi-Finals (by 27th February 2010)
40 - AFC Hornchurch 4-3 Chelmsford City
41 - Dagenham & Redbridge 0-1 Colchester United
Final (Date TBC)
42 - AFC Hornchurch vs Colchester United
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