| Group A North | 31/08/2021 | Carlisle United | - | Hartlepool United | 4:3 pso | ||||
| Group A North | 05/10/2021 | Hartlepool United | - | Morecambe FC | 4:2 pso |  |
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| Group A North | 02/11/2021 | Hartlepool United | - | Everton FC U23 | 1:0 | ||||
| 2. Round | 01/12/2021 | Sheffield Wednesday | - | Hartlepool United | 0:3 | ||||
| Round of 16 | 04/01/2022 | Hartlepool United | - | Bolton Wanderers | 1:0 | ||||
| Quarter-finals | 25/01/2022 | Hartlepool United | - | Charlton Athletic | 5:4 pso |
England