| Braintree Town | | 2005 | | Preliminary Round | 04-09-2005 | | Braintree Town | Eastbourne Borough | 3-2 | | First Qualifying Round | 11-09-2005 | | Thatcham Town | Braintree Town | 3-1 | | 2006 | | Preliminary Round | 10-09-2006 | | Braintree Town | Havant & Waterlooville | 5-1 | | First Qualifying Round | 24-09-2006 | | Tring Athletic | Braintree Town | 5-1 | | 2007 | | First Qualifying Round | 16-09-2007 | | Braintree Town | Harlow Athletic | 6-0 | | Second Qualifying Round | 30-09-2007 | | Harpenden Colts | Braintree Town | 0-3 | | Third Qualifying Round | 07-10-2007 | | Braintree Town | Denham United | 1-4 | | 2008 | | Preliminary Round | 07-09-2008 | | Braintree Town | Tring Athletic | 2-0 | | First Qualifying Round | 28-09-2008 | | Braintree Town | Brentwood Town | 2-5 | | 2009 | | First Qualifying Round | 27-09-2009 | | Royston Town | Braintree Town | 1-2 | | Second Qualifying Round | 11-10-2009 | | Braintree Town | Hemel Hempstead Town | 4-3 | | Third Qualifying Round | 25-10-2009 | | Braintree Town | Sawbridgeworth Town | 0-3 | | 2010 | | Third Qualifying Round | 14-11-2010 | | Cambridge United | Braintree Town | 4-0 | |
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| 2011 | | First Qualifying Round | 02-10-2011 | | Braintree Town | Billericay Town | 2-3 |
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