| 3. Round | 10/10/2020 | Maidenhead United | - | Hartlepool United | 0:4 | ||||
| 4. Round | 13/10/2020 | Hartlepool United | - | Bromley FC | 0:0 | ||||
| 7. Round | 31/10/2020 | Hartlepool United | - | Torquay United | 0:5 |  |
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| 13. Round | 05/12/2020 | Hartlepool United | - | Boreham Wood | 1:2 | ||||
| 14. Round | 08/12/2020 | Hartlepool United | - | King's Lynn | 2:0 | ||||
| 15. Round | 12/12/2020 | Woking FC | - | Hartlepool United | 3:0 | ||||
| 11. Round | 22/12/2020 | Hartlepool United | - | Stockport County | 4:0 | ||||
| 17. Round | 28/12/2020 | Notts County | - | Hartlepool United | 0:1 | ||||
| 24. Round | 09/02/2021 | Hartlepool United | - | Solihull Moors | 2:0 | ||||
| 8. Round | 16/02/2021 | Eastleigh FC | - | Hartlepool United | 2:1 |  |
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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 |
England