25. Round | 07/12/2019 | Woking FC | - | Hartlepool United | 2:1 | ||||
26. Round | 21/12/2019 | Hartlepool United | - | Dagenham & Redbridge | 1:0 | ||||
27. Round | 26/12/2019 | Harrogate Town | - | Hartlepool United | 4:1 | ||||
28. Round | 28/12/2019 | Hartlepool United | - | Barrow AFC | 2:2 | ||||
29. Round | 01/01/2020 | Hartlepool United | - | Harrogate Town | 0:1 | ||||
30. Round | 11/01/2020 | Dover Athletic | - | Hartlepool United | 1:1 |