| 2019-08-03 15:00:0003/08/2019 | Hartlepool United
Sutton United
| 1 - 3 | Recap |
| 2019-08-06 19:45:0006/08/2019 | FC Halifax Town
Hartlepool United
| 2 - 0 | Recap |
| 2019-08-10 15:00:0010/08/2019 | Maidenhead United
Hartlepool United
| 0 - 1 | Recap |
| 2019-08-13 19:45:0013/08/2019 | Hartlepool United
AFC Fylde
| 2 - 2 | Recap |
| 2019-08-17 15:00:0017/08/2019 | Hartlepool United
Bromley
| 2 - 3 | Recap |
| 2019-08-24 15:00:0024/08/2019 | Chorley
Hartlepool United
| 0 - 0 | Recap |
| 2019-08-26 15:00:0026/08/2019 | Hartlepool United
Wrexham
| 4 - 2 | Recap |
| 2019-08-31 15:00:0031/08/2019 | Torquay United
Hartlepool United
| 1 - 2 | Recap |
| 2019-09-03 19:45:0003/09/2019 | Barrow
Hartlepool United
| 0 - 1 | Recap |
| 2019-09-07 19:30:0007/09/2019 | Hartlepool United
Woking
| 1 - 1 | Recap |
| 2019-09-14 15:00:0014/09/2019 | Dagenham & Redbridge
Hartlepool United
| 3 - 1 | Recap |
| 2019-09-21 15:00:0021/09/2019 | Hartlepool United
Dover Athletic
| 0 - 2 | Recap |
| 2019-09-24 19:45:0024/09/2019 | Hartlepool United
Chesterfield
| 1 - 1 | Recap |
| 2019-09-28 15:00:0028/09/2019 | Eastleigh
Hartlepool United
| 1 - 1 | Recap |
| 2019-10-05 15:00:0005/10/2019 | Hartlepool United
Yeovil Town
| 2 - 1 | Recap |
| 2019-10-09 19:45:0009/10/2019 | Stockport County
Hartlepool United
| 2 - 1 | Recap |
| 2019-10-12 15:00:0012/10/2019 | Aldershot Town
Hartlepool United
| 0 - 3 | Recap |
| 2019-10-26 15:00:0026/10/2019 | Hartlepool United
Barnet
| 2 - 0 | Recap |
| 2019-11-02 15:00:0002/11/2019 | Notts County
Hartlepool United
| 2 - 2 | Recap |
| 2019-11-05 19:45:0005/11/2019 | Hartlepool United
Solihull Moors
| 0 - 1 | Recap |
| 2019-11-16 15:00:0016/11/2019 | Ebbsfleet United
Hartlepool United
| 2 - 2 | Recap |
| 2019-11-23 15:00:0023/11/2019 | Hartlepool United
Boreham Wood
| 2 - 2 | Recap |
| 2019-11-26 19:45:0026/11/2019 | Chesterfield
Hartlepool United
| 1 - 5 | Recap |
| 2019-12-07 15:00:0007/12/2019 | Woking
Hartlepool United
| 2 - 1 | Recap |
| 2019-12-21 15:00:3221/12/2019 | Hartlepool United
Dagenham & Redbridge
| 1 - 0 | Recap |
| 2019-12-26 15:00:0026/12/2019 | Harrogate Town
Hartlepool United
| 4 - 1 | Recap |
| 2019-12-28 15:00:0028/12/2019 | Hartlepool United
Barrow
| 2 - 2 | Recap |
| 2020-01-01 15:00:0001/01/2020 | Hartlepool United
Harrogate Town
| 0 - 1 | Recap |
| 2020-01-07 19:45:0007/01/2020 | Hartlepool United
Eastleigh
| 1 - 0 | Recap |
| 2020-01-11 15:00:0011/01/2020 | Dover Athletic
Hartlepool United
| 1 - 1 | Recap |
| 2020-01-18 15:00:0018/01/2020 | Yeovil Town
Hartlepool United
| 2 - 2 | Recap |
| 2020-01-25 15:00:0025/01/2020 | Hartlepool United
Stockport County
| 2 - 0 | Recap |
| 2020-02-01 15:00:0001/02/2020 | Barnet
Hartlepool United
| 2 - 1 | Recap |
| 2020-02-08 15:00:0008/02/2020 | Hartlepool United
Aldershot Town
| 2 - 0 | Recap |
| 2020-02-22 15:00:0022/02/2020 | Hartlepool United
Notts County
| 2 - 0 | Recap |
| 2020-02-29 15:00:0029/02/2020 | Boreham Wood
Hartlepool United
| 1 - 1 | Recap |
| 2020-03-03 19:45:0003/03/2020 | Solihull Moors
Hartlepool United
| 0 - 1 | Recap |
| 2020-03-07 15:00:0007/03/2020 | Hartlepool United
Ebbsfleet United
| 0 - 1 | Recap |
| 2020-03-14 15:00:0014/03/2020 | Sutton United
Hartlepool United
| 1 - 1 | Recap |
| 2020-03-21 15:00:0021/03/2020 | Hartlepool United
FC Halifax Town
| 15:00:003:00 pm | Recap |
| 2020-03-28 15:00:0028/03/2020 | AFC Fylde
Hartlepool United
| 15:00:003:00 pm | Recap |
