| Date | Teams | Time/Results | Season | Venue |
|---|---|---|---|---|
| Hartlepool United Dagenham & Redbridge | 2019/20 | Victoria Park | ||
| Harrogate Town Hartlepool United | 2019/20 | The CNG Stadium | ||
| Hartlepool United Barrow | 2019/20 | Victoria Park | ||
| Hartlepool United Harrogate Town | 2019/20 | Victoria Park | ||
| Dover Athletic Hartlepool United | 2019/20 | Crabble Athletic Ground | ||
| Yeovil Town Hartlepool United | 2019/20 | Huish Park | ||
| Hartlepool United Stockport County | 2019/20 | Victoria Park | ||
| Barnet Hartlepool United | 2019/20 | The Hive | ||
| Hartlepool United Aldershot Town | 2019/20 | Victoria Park | ||
| Solihull Moors Hartlepool United | 2019/20 | Damson Park | ||
| Hartlepool United Notts County | 2019/20 | Victoria Park | ||
| Boreham Wood Hartlepool United | 2019/20 | Meadow Park | ||
| Hartlepool United Ebbsfleet United | 2019/20 | Victoria Park | ||
| Sutton United Hartlepool United | 2019/20 | Gander Green Lane | ||
| Hartlepool United FC Halifax Town | 2019/20 | Victoria Park | ||
| AFC Fylde Hartlepool United | 2019/20 | Mill Farm | ||
| Hartlepool United Maidenhead United | 2019/20 | Victoria Park | ||
| Wrexham Hartlepool United | 2019/20 | The Racecourse Stadium | ||
| Hartlepool United Chorley | 2019/20 | Victoria Park | ||
| Bromley Hartlepool United | 2019/20 | Hayes Lane | ||
| Hartlepool United Torquay United | 2019/20 | Victoria Park |