| 2. Round | 06/10/2020 | Chesterfield FC | - | Hartlepool United | 1:2 | ||||
| 3. Round | 10/10/2020 | Maidenhead United | - | Hartlepool United | 0:4 |  |
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| 6. Round | 27/10/2020 | Hartlepool United | - | Altrincham FC | 1:1 | ||||
| 7. Round | 31/10/2020 | Hartlepool United | - | Torquay United | 0:5 | ||||
| 9. Round | 17/11/2020 | Hartlepool United | - | Wrexham AFC | 0:1 | ||||
| 10. Round | 21/11/2020 | Yeovil Town | - | Hartlepool United | 1:3 | |
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| 5. Round | 24/11/2020 | Barnet FC | - | Hartlepool United | 0:0 | ||||
| 12. Round | 01/12/2020 | Solihull Moors | - | Hartlepool United | 2:0 | ||||
| 13. Round | 05/12/2020 | Hartlepool United | - | Boreham Wood | 1:2 | ||||
| 11. Round | 22/12/2020 | Hartlepool United | - | Stockport County | 4:0 | ||||
| 17. Round | 28/12/2020 | Notts County | - | Hartlepool United | 0:1 | ||||
| 22. Round | 30/01/2021 | Hartlepool United | - | Sutton United | 1:0 | ||||
| 24. Round | 09/02/2021 | Hartlepool United | - | Solihull Moors | 2:0 | |
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| 26. Round | 20/02/2021 | Hartlepool United | - | Yeovil Town | 2:1 | ||||
| 27. Round | 23/02/2021 | Wrexham AFC | - | Hartlepool United | 0:0 | ||||
| 18. Round | 02/03/2021 | Halifax Town | - | Hartlepool United | 1:1 | ||||
| 30. Round | 09/03/2021 | Altrincham FC | - | Hartlepool United | 1:1 |
England