| Group A | 03/09/2019 | Gillingham FC | - | Colchester United | 2:3 | ||||
| Group A | 08/10/2019 | Ipswich Town | - | Gillingham FC | 4:0 | ||||
| Group A | 12/11/2019 | Gillingham FC | - | Tottenham Hotspur U23 | 2:0 |
| Group A | 03/09/2019 | Gillingham FC | - | Colchester United | 2:3 | ||||
| Group A | 08/10/2019 | Ipswich Town | - | Gillingham FC | 4:0 | ||||
| Group A | 12/11/2019 | Gillingham FC | - | Tottenham Hotspur U23 | 2:0 |
| Regan Evans Charles-Cook | |
| Born: | 14.02.1997 |
| Place of birth: |
London, 
England |
| Nationality: |
Grenada
England |
| Height: | 174 cm |
| Weight: | 69 kg |
| Position(s): | Left Winger Offensive Midfielder |
| Foot: | right |