Home History
| England National League South | 2014/08/25 14:00 | Bishop's Stortford v Chelmsford | W | 2-3 |
| England National League South | 2014/08/23 14:00 | Chelmsford v Sutton Utd | D | 1-1 |
| England National League South | 2014/08/16 14:00 | Bath City v Chelmsford | D | 0-0 |
| England National League South | 2014/08/12 18:45 | Eastbourne Borough v Chelmsford | L | 2-0 |
| England National League South | 2014/08/09 14:00 | Chelmsford v Gosport Borough | L | 0-1 |
| Club Friendly List | 2014/07/14 18:45 | Chelmsford v Grays Athletic | W | 5-1 |
| England National League South | 2014/04/23 18:45 | Chelmsford v Gosport Borough | W | 1-0 |
| England National League South | 2014/04/10 18:45 | Bishop's Stortford v Chelmsford | D | 1-1 |
Away History
| England National League South | 2014/08/25 14:40 | Staines Town v Weston Super Mare | L | 0-1 |
| England National League South | 2014/08/23 14:00 | Havant and W v Staines Town | L | 3-1 |
| England National League South | 2014/08/16 14:00 | Staines Town v Boreham Wood | W | 2-1 |
| England National League South | 2014/08/12 18:45 | Staines Town v St Albans | L | 2-3 |
| England National League South | 2014/08/09 14:00 | Whitehawk v Staines Town | W | 1-2 |
| Club Friendly List | 2014/08/05 18:45 | Staines Town v Swansea U23 | L | 2-3 |
| Club Friendly List | 2014/08/02 14:00 | Staines Town v Hendon | W | 2-0 |
| England National League South | 2014/04/15 18:45 | Staines Town v Tonbridge Angels | D | 0-0 |