| 2. Round | 28/08/2021 | Grimsby Town | - | Weymouth FC | 1:0 | ||||
| 3. Round | 30/08/2021 | Weymouth FC | - | Maidenhead United | 3:1 | ||||
| 4. Round | 04/09/2021 | Solihull Moors | - | Weymouth FC | 3:4 |  |
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| 5. Round | 11/09/2021 | Weymouth FC | - | Notts County | 1:1 | ||||
| 6. Round | 14/09/2021 | Dagenham & Redbridge | - | Weymouth FC | 4:2 | |
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| 8. Round | 25/09/2021 | Barnet FC | - | Weymouth FC | 3:1 | ||||
| 9. Round | 02/10/2021 | Weymouth FC | - | Stockport County | 1:2 | ||||
| 10. Round | 05/10/2021 | Bromley FC | - | Weymouth FC | 3:0 | ||||
| 11. Round | 09/10/2021 | Halifax Town | - | Weymouth FC | 2:0 | ||||
| 12. Round | 23/10/2021 | Weymouth FC | - | Wealdstone FC | 1:1 | ||||
| 13. Round | 26/10/2021 | Aldershot Town | - | Weymouth FC | 0:2 | |
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| 14. Round | 30/10/2021 | Weymouth FC | - | King's Lynn | 1:0 | ||||
| 15. Round | 13/11/2021 | Chesterfield FC | - | Weymouth FC | 4:0 | ||||
| 16. Round | 20/11/2021 | Weymouth FC | - | Altrincham FC | 1:4 | ||||
| 17. Round | 23/11/2021 | Weymouth FC | - | Woking FC | 2:3 | ||||
| 19. Round | 04/12/2021 | Weymouth FC | - | Torquay United | 1:2 | ||||
| 23. Round | 02/01/2022 | Eastleigh FC | - | Weymouth FC | 3:2 | ||||
| 29. Round | 12/02/2022 | Weymouth FC | - | Chesterfield FC | 1:1 |
England