1. Round | 04/08/2018 | Maidstone United | - | Hartlepool United | 1:1 | ||||
2. Round | 07/08/2018 | Hartlepool United | - | Harrogate Town | 2:2 | ||||
3. Round | 11/08/2018 | Hartlepool United | - | Ebbsfleet United | 0:1 | ||||
4. Round | 14/08/2018 | Braintree Town | - | Hartlepool United | 1:1 | ||||
5. Round | 18/08/2018 | Hartlepool United | - | Maidenhead United | 2:1 | ||||
29. Round | 05/01/2019 | Hartlepool United | - | Maidstone United | 1:2 | ||||
30. Round | 19/01/2019 | Harrogate Town | - | Hartlepool United | 3:1 | ||||
31. Round | 26/01/2019 | Hartlepool United | - | Braintree Town | 2:1 |