Home History
| England - National League North | 2019/08/13 18:45 | Kettering v Chester | D | 1-1 |
| England - National League North | 2019/08/10 14:00 | Chester v Farsley Celtic | W | 2-1 |
| England - National League North | 2019/08/06 18:45 | Chester v Altrincham | D | 1-1 |
| England - National League North | 2019/08/03 14:00 | Boston Utd v Chester | D | 1-1 |
| Europa - Venskabskampe | 2019/07/30 18:45 | FC United of Manchester v Chester | L | 4-1 |
| Europa - Venskabskampe | 2019/07/27 14:00 | Trafford v Chester | W | 1-3 |
| Europa - Venskabskampe | 2019/07/23 18:45 | 1874 Northwich v Chester | W | 1-4 |
| Europa - Venskabskampe | 2019/07/20 14:00 | Colne v Chester | L | 2-1 |
Away History
| England - National League North | 2019/08/13 18:45 | Kidderminster v Gloucester | W | 2-3 |
| England - National League North | 2019/08/10 14:00 | Gloucester v Altrincham | D | 1-1 |
| England - National League North | 2019/08/06 18:45 | Gloucester v Hereford FC | L | 0-2 |
| England - National League North | 2019/08/03 14:00 | Blyth Spartans v Gloucester | W | 1-2 |
| Europa - Venskabskampe | 2019/07/26 18:30 | Wells City v Gloucester | D | 1-1 |
| Europa - Venskabskampe | 2019/07/20 11:00 | Evesham United v Gloucester | W | 1-7 |
| Europa - Venskabskampe | 2019/07/18 18:45 | Gloucester v Aberystwyth | W | 4-0 |
| Europa - Venskabskampe | 2019/07/12 18:45 | Slimbridge v Gloucester | D | 1-1 |