| Tuesday, 17 September 2019 | Harlescott D | 4 | 1 | Harlescott C |
| Wednesday, 25 September 2019 | Old Shrewsbury A | 3 | 2 | Harlescott D |
| Tuesday, 8 October 2019 | Harlescott D | Bye 3 | ||
| Wednesday, 16 October 2019 | Wem Usc B | 3 | 2 | Harlescott D |
| Tuesday, 22 October 2019 | Harlescott D | 1 | 4 | Unison E |
| Tuesday, 29 October 2019 | Harlescott D | 1 | 4 | Condover A |
| Wednesday, 13 November 2019 | Meole Brace G | 4 | 1 | Harlescott D |
| Tuesday, 19 November 2019 | Harlescott D | 4 | 1 | Bagley A |
| Tuesday, 26 November 2019 | Beaconsfield D | 1 | 4 | Harlescott D |
| Tuesday, 10 December 2019 | Harlescott D | 3 | 2 | Meole Brace E |
| Tuesday, 17 December 2019 | Beaconsfield C | 4 | 1 | Harlescott D |
| Tuesday, 7 January 2020 | Harlescott D | 2 | 3 | Harlescott E |
| Wednesday, 15 January 2020 | Preston Brockhurst A | 4 | 1 | Harlescott D |
| Tuesday, 21 January 2020 | Harlescott C | 4 | 1 | Harlescott D |
| Tuesday, 28 January 2020 | Harlescott D | 3 | 2 | Old Shrewsbury A |
| Tuesday, 4 February 2020 | Bye 3 | Harlescott D | ||
| Tuesday, 11 February 2020 | Harlescott D | 2 | 3 | Wem Usc B |
| Wednesday, 19 February 2020 | Unison E | 1 | 4 | Harlescott D |
| Wednesday, 26 February 2020 | Condover A | 0 | 5 | Harlescott D |
| Tuesday, 3 March 2020 | Harlescott D | 3 | 2 | Meole Brace G |
| Wednesday, 11 March 2020 | Bagley A | 1 | 4 | Harlescott D |
| Tuesday, 17 March 2020 | Harlescott D | Beaconsfield D | ||
| Wednesday, 25 March 2020 | Meole Brace E | Harlescott D | ||
| Tuesday, 31 March 2020 | Harlescott D | Beaconsfield C | ||
| Wednesday, 8 April 2020 | Harlescott E | Harlescott D | ||
| Tuesday, 14 April 2020 | Harlescott D | Preston Brockhurst A |