| Group B South | 08/09/2020 | Gillingham FC | - | Crawley Town | 2:1 |  |
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| Group B South | 06/10/2020 | Ipswich Town | - | Gillingham FC | 2:0 | ||||
| Group B South | 10/11/2020 | Gillingham FC | - | Arsenal FC U23 | 2:4 pso | |
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| 2. Round | 08/12/2020 | Cambridge United | - | Gillingham FC | 2:0 |
| Trae Bailey Coyle | |
| Born: | 11.01.2001 |
| Place of birth: |
London (Camden), 
England |
| Nationality: |
England
|
| Height: | 179 cm |
| Weight: | 80 kg |
| Position(s): | Left Winger Offensive Midfielder |
| Foot: | right |
