| 14. Round | 30/10/2021 | Boreham Wood | - | Southend United | 1:0 | ||||
| 13. Round | 02/11/2021 | Southend United | - | Dover Athletic | 4:1 | ||||
| 15. Round | 13/11/2021 | Southend United | - | Woking FC | 0:2 | ||||
| 16. Round | 19/11/2021 | Grimsby Town | - | Southend United | 1:0 | ||||
| 18. Round | 27/11/2021 | Altrincham FC | - | Southend United | 1:2 |  |
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| 17. Round | 07/12/2021 | Southend United | - | Maidenhead United | 1:1 | |
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| 24. Round | 08/01/2022 | Weymouth FC | - | Southend United | 0:1 | ||||
| 19. Round | 11/01/2022 | Southend United | - | Yeovil Town | 2:1 | |
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| 25. Round | 21/01/2022 | Southend United | - | King's Lynn | 2:1 | ||||
| 26. Round | 25/01/2022 | Aldershot Town | - | Southend United | 1:1 | |
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| 27. Round | 29/01/2022 | Dover Athletic | - | Southend United | 0:1 | ||||
| 22. Round | 01/02/2022 | Southend United | - | Barnet FC | 2:1 | ||||
| 23. Round | 08/02/2022 | Southend United | - | Bromley FC | 2:0 | ||||
| 29. Round | 12/02/2022 | Woking FC | - | Southend United | 2:3 | ||||
| 31. Round | 22/02/2022 | Eastleigh FC | - | Southend United | 1:1 | ||||
| 33. Round | 05/03/2022 | Chesterfield FC | - | Southend United | 2:2 | ||||
| 30. Round | 08/03/2022 | Southend United | - | Grimsby Town | 1:0 |
Poland