4. Round | 19/08/2023 | Southend United | - | Hartlepool United | 2:3 | ||||
5. Round | 26/08/2023 | Hartlepool United | - | AFC Fylde | 3:1 | ||||
6. Round | 28/08/2023 | Chesterfield FC | - | Hartlepool United | 3:2 | ||||
7. Round | 02/09/2023 | Hartlepool United | - | Wealdstone FC | 2:1 | ||||
8. Round | 09/09/2023 | Oxford City | - | Hartlepool United | 5:2 | ||||
9. Round | 16/09/2023 | Hartlepool United | - | Woking FC | 0:2 | ||||
18. Round | 28/10/2023 | Hartlepool United | - | Rochdale AFC | 2:3 | ||||
19. Round | 11/11/2023 | Hartlepool United | - | Ebbsfleet United | 2:2 | ||||
20. Round | 18/11/2023 | York City | - | Hartlepool United | 1:3 | ||||
21. Round | 21/11/2023 | Kidderminster Harriers | - | Hartlepool United | 1:1 | ||||
25. Round | 23/12/2023 | Wealdstone FC | - | Hartlepool United | 4:4 | ||||
26. Round | 26/12/2023 | Hartlepool United | - | Oldham Athletic | 1:3 | ||||
27. Round | 30/12/2023 | Oldham Athletic | - | Hartlepool United | 2:0 |