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 |