[16] Gloucester City 0-2 Chelmsford [6] 2017-12-09 15:00
Weather: Cold Stadium: Jonny-Rocks Stadium Pitch: Uneven and|cutting up Round: 21
Head to Head
| England National League South | 2017/08/05 14:00 | Chelmsford v Gloucester | L | 2-0 |
| England FA Trophy | 2015/12/01 19:45 | Gloucester v Chelmsford | L | 0-1 |
| England FA Trophy | 2015/11/28 15:00 | Chelmsford v Gloucester | D | 1-1 |
Home History
| England National League South | 2017/12/02 15:00 | Gloucester v Eastbourne Borough | L | 1-2 |
| England FA Trophy | 2017/11/25 15:00 | Chesham v Gloucester | L | 2-1 |
| England National League South | 2017/11/21 19:45 | East Thurrock v Gloucester | L | 3-0 |
| England National League South | 2017/11/18 15:00 | Dartford v Gloucester | L | 4-1 |
| England National League South | 2017/11/11 15:00 | Gloucester v Whitehawk | W | 3-1 |
| England National League South | 2017/11/04 15:00 | Concord Rangers v Gloucester | D | 1-1 |
| England National League South | 2017/10/28 14:00 | Poole Town v Gloucester | W | 0-3 |
| England National League South | 2017/10/21 14:00 | Gloucester v Welling | L | 0-1 |
Away History
| England National League South | 2017/12/02 15:00 | Chelmsford v Hungerford Town | D | 1-1 |
| England FA Trophy | 2017/11/29 19:30 | Chelmsford v Wealdstone | L | 1-2 |
| England FA Trophy | 2017/11/25 15:00 | Wealdstone v Chelmsford | D | 1-1 |
| England National League South | 2017/11/21 19:45 | Havant and W v Chelmsford | D | 1-1 |
| England National League South | 2017/11/18 15:00 | Whitehawk v Chelmsford | W | 0-2 |
| England National League South | 2017/11/11 15:00 | Chelmsford v Oxford City | L | 1-2 |
| England FA Cup | 2017/11/04 15:00 | Gateshead v Chelmsford | L | 2-0 |
| England National League South | 2017/10/28 14:00 | Chippenham Town v Chelmsford | L | 3-2 |