1. Round | 12/11/2019 | Yeovil Town | - | Hartlepool United | 1:4 | ||||
2. Round | 01/12/2019 | Exeter City | - | Hartlepool United | 2:2 | ||||
2. Round | 10/12/2019 | Hartlepool United | - | Exeter City | 1:0 aet | ||||
3. Round | 04/01/2020 | Oxford United | - | Hartlepool United | 4:1 |