1. Round | 05/08/2023 | Barnet FC | - | Hartlepool United | 3:2 | ||||
2. Round | 12/08/2023 | Hartlepool United | - | Gateshead FC | 2:1 | ||||
3. Round | 15/08/2023 | Hartlepool United | - | Maidenhead United | 3:1 | ||||
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 | ||||
10. Round | 19/09/2023 | Altrincham FC | - | Hartlepool United | 2:2 | ||||
11. Round | 23/09/2023 | Dagenham & Redbridge | - | Hartlepool United | 0:1 | ||||
12. Round | 26/09/2023 | Hartlepool United | - | Solihull Moors | 0:2 | ||||
13. Round | 30/09/2023 | Hartlepool United | - | Dorking Wanderers | 0:2 | ||||
14. Round | 04/10/2023 | Boreham Wood | - | Hartlepool United | 1:0 | ||||
16. Round | 21/10/2023 | Aldershot Town | - | Hartlepool United | 2:1 | ||||
17. Round | 24/10/2023 | Halifax Town | - | Hartlepool United | 2:1 |