| EFL Trophy | 03/09/19 | Gillingham FC | - | Colchester United | 2:3 | ||||
| League One | 29/12/19 | Gillingham FC | - | Rochdale AFC | 1:0 |  |
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| League One | 20/10/20 | Gillingham FC | - | Portsmouth FC | 0:2 | ||||
| EFL Trophy | 08/12/20 | Cambridge United | - | Gillingham FC | 2:0 | ||||
| League One | 22/01/22 | Sunderland AFC | - | Portsmouth FC | 1:0 | ||||
| League One | 12/04/22 | Portsmouth FC | - | Rotherham United | 3:0 | ||||
| League One | 06/08/22 | Portsmouth FC | - | Lincoln City | 0:0 | ||||
| League One | 14/03/23 | Accrington Stanley | - | Portsmouth FC | 1:3 | ||||
| League One | 02/09/23 | Portsmouth FC | - | Peterborough United | 3:1 |
England