Home History
| England National League North | 2019/08/26 14:00 | Brackley v Gloucester | L | 3-0 |
| England National League North | 2019/08/24 14:00 | Gloucester v Boston Utd | W | 3-0 |
| England National League North | 2019/08/17 14:00 | Chester v Gloucester | L | 4-0 |
| 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 |
| Club Friendly List | 2019/07/26 18:30 | Wells City v Gloucester | D | 1-1 |
Away History
| England National League North | 2019/08/26 14:00 | York v Gateshead | D | 1-1 |
| England National League North | 2019/08/24 14:00 | Spennymoor Town v York | W | 1-4 |
| England National League North | 2019/08/17 14:00 | York v Leamington | W | 2-0 |
| England National League North | 2019/08/13 18:45 | Blyth Spartans v York | W | 0-3 |
| England National League North | 2019/08/10 14:00 | York v Brackley | W | 1-0 |
| England National League North | 2019/08/06 18:45 | York v Farsley Celtic | D | 0-0 |
| England National League North | 2019/08/03 14:00 | Altrincham v York | W | 1-3 |
| Club Friendly List | 2019/07/30 18:30 | Pickering Town v York | W | 2-4 |