| Wednesday, 18 September 2019 | Harlescott E | Bye 3 | ||
| Wednesday, 25 September 2019 | Wem Usc B | 3 | 2 | Harlescott E |
| Wednesday, 9 October 2019 | Harlescott E | 2 | 3 | Harlescott C |
| Wednesday, 16 October 2019 | Unison E | 2 | 3 | Harlescott E |
| Wednesday, 23 October 2019 | Harlescott E | 3 | 2 | Beaconsfield C |
| Wednesday, 30 October 2019 | Meole Brace E | 2 | 3 | Harlescott E |
| Wednesday, 13 November 2019 | Harlescott E | 1 | 4 | Condover A |
| Wednesday, 20 November 2019 | Harlescott E | 0 | 5 | Old Shrewsbury A |
| Wednesday, 27 November 2019 | Preston Brockhurst A | 5 | 0 | Harlescott E |
| Tuesday, 10 December 2019 | Beaconsfield D | 2 | 3 | Harlescott E |
| Wednesday, 18 December 2019 | Harlescott E | 1 | 4 | Bagley A |
| Tuesday, 7 January 2020 | Harlescott D | 2 | 3 | Harlescott E |
| Wednesday, 15 January 2020 | Harlescott E | 2 | 3 | Meole Brace G |
| Tuesday, 21 January 2020 | Bye 3 | Harlescott E | ||
| Wednesday, 29 January 2020 | Harlescott E | 2 | 3 | Wem Usc B |
| Tuesday, 4 February 2020 | Harlescott C | 3 | 2 | Harlescott E |
| Wednesday, 12 February 2020 | Harlescott E | 2 | 3 | Unison E |
| Tuesday, 18 February 2020 | Beaconsfield C | 1 | 4 | Harlescott E |
| Wednesday, 26 February 2020 | Harlescott E | 4 | 1 | Meole Brace E |
| Wednesday, 4 March 2020 | Condover A | 1 | 4 | Harlescott E |
| Wednesday, 11 March 2020 | Old Shrewsbury A | 1 | 4 | Harlescott E |
| Wednesday, 18 March 2020 | Harlescott E | Preston Brockhurst A | ||
| Wednesday, 25 March 2020 | Harlescott E | Beaconsfield D | ||
| Wednesday, 1 April 2020 | Bagley A | Harlescott E | ||
| Wednesday, 8 April 2020 | Harlescott E | Harlescott D | ||
| Wednesday, 15 April 2020 | Meole Brace G | Harlescott E |