| 1. Round | 30/07/2022 | AFC Wimbledon | - | Gillingham FC | 2:0 |  |
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| 2. Round | 06/08/2022 | Gillingham FC | - | Rochdale AFC | 1:0 | ||||
| 3. Round | 13/08/2022 | Tranmere Rovers | - | Gillingham FC | 3:0 | ||||
| 4. Round | 16/08/2022 | Gillingham FC | - | Harrogate Town | 0:2 | |
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| 17. Round | 29/10/2022 | Doncaster Rovers | - | Gillingham FC | 1:0 | ||||
| 24. Round | 29/12/2022 | Sutton United | - | Gillingham FC | 2:1 |
England
