| League One | 17/11/18 | Oxford United | - | Gillingham FC | 1:0 | ||||
| League One | 29/12/18 | Gillingham FC | - | Doncaster Rovers | 1:3 | ||||
| League One | 02/03/19 | Fleetwood Town | - | Gillingham FC | 1:1 | ||||
| League One | 20/08/19 | Gillingham FC | - | Blackpool FC | 2:2 | ||||
| League One | 18/01/20 | Gillingham FC | - | Oxford United | 1:1 | ||||
| League One | 17/10/20 | Milton Keynes Dons | - | Gillingham FC | 2:0 | ||||
| League One | 05/12/20 | Gillingham FC | - | Swindon Town | 2:0 | ||||
| League One | 13/11/21 | Wycombe Wanderers | - | Portsmouth FC | 0:1 | ||||
| League One | 31/01/22 | Portsmouth FC | - | Charlton Athletic | 1:2 | ||||
| EFL Trophy | 13/12/22 | Portsmouth FC | - | Stevenage FC | 3:0 | ||||
| League One | 25/03/23 | Portsmouth FC | - | Port Vale FC | 2:2 | ||||
| League One | 20/01/24 | Fleetwood Town | - | Portsmouth FC | 0:1 |
England