| 1. Round | 07/08/2021 | Hartlepool United | - | Crawley Town | 1:0 | ||||
| 2. Round | 14/08/2021 | Barrow AFC | - | Hartlepool United | 3:2 |  |
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| 4. Round | 21/08/2021 | Hartlepool United | - | Walsall FC | 2:0 | |
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| 5. Round | 28/08/2021 | Hartlepool United | - | Carlisle United | 2:1 | |
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| 6. Round | 04/09/2021 | Tranmere Rovers | - | Hartlepool United | 1:0 | ||||
| 23. Round | 26/12/2021 | Mansfield Town | - | Hartlepool United | 3:2 | ||||
| 25. Round | 01/01/2022 | Hartlepool United | - | Oldham Athletic | 0:0 |
England
Jamaica