| 31. Round | 27/01/2024 | Chesterfield FC | - | Southend United | 3:0 | ||||
| 32. Round | 03/02/2024 | Southend United | - | Gateshead FC | 0:1 | ||||
| 33. Round | 10/02/2024 | Southend United | - | York City | 0:1 | ||||
| 34. Round | 17/02/2024 | Oxford City | - | Southend United | 0:0 | ||||
| 35. Round | 20/02/2024 | Maidenhead United | - | Southend United | 1:2 |  |
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| 36. Round | 24/02/2024 | Southend United | - | Aldershot Town | 4:1 | ||||
| 29. Round | 27/02/2024 | Southend United | - | Altrincham FC | 2:1 | ||||
| 37. Round | 02/03/2024 | Oldham Athletic | - | Southend United | 1:1 | ||||
| 21. Round | 05/03/2024 | Southend United | - | Wealdstone FC | 1:1 | ||||
| 38. Round | 09/03/2024 | Southend United | - | Dagenham & Redbridge | 1:1 |  |
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| 39. Round | 12/03/2024 | Southend United | - | Dorking Wanderers | 2:0 | ||||
| 40. Round | 16/03/2024 | Hartlepool United | - | Southend United | 0:0 | ||||
| 41. Round | 23/03/2024 | Southend United | - | Woking FC | 0:0 | |
England