| Wednesday, 18 September 2019 | Condover A | 4 | 1 | Old Shrewsbury A |
| Wednesday, 25 September 2019 | Old Shrewsbury A | 3 | 2 | Harlescott D |
| Tuesday, 8 October 2019 | Beaconsfield C | 4 | 1 | Old Shrewsbury A |
| Wednesday, 16 October 2019 | Old Shrewsbury A | 2 | 3 | Meole Brace G |
| Wednesday, 23 October 2019 | Bagley A | 2 | 3 | Old Shrewsbury A |
| Wednesday, 30 October 2019 | Old Shrewsbury A | 4 | 1 | Beaconsfield D |
| Wednesday, 13 November 2019 | Old Shrewsbury A | 1 | 4 | Wem Usc B |
| Wednesday, 20 November 2019 | Harlescott E | 0 | 5 | Old Shrewsbury A |
| Wednesday, 27 November 2019 | Old Shrewsbury A | 2 | 3 | Unison E |
| Tuesday, 10 December 2019 | Bye 3 | Old Shrewsbury A | ||
| Wednesday, 18 December 2019 | Preston Brockhurst A | 3 | 2 | Old Shrewsbury A |
| Wednesday, 8 January 2020 | Old Shrewsbury A | 1 | 4 | Harlescott C |
| Wednesday, 15 January 2020 | Meole Brace E | 5 | 0 | Old Shrewsbury A |
| Wednesday, 22 January 2020 | Old Shrewsbury A | 1 | 4 | Condover A |
| Tuesday, 28 January 2020 | Harlescott D | 3 | 2 | Old Shrewsbury A |
| Wednesday, 5 February 2020 | Old Shrewsbury A | 3 | 2 | Beaconsfield C |
| Wednesday, 12 February 2020 | Meole Brace G | 4 | 1 | Old Shrewsbury A |
| Wednesday, 19 February 2020 | Old Shrewsbury A | 2 | 3 | Bagley A |
| Tuesday, 25 February 2020 | Beaconsfield D | P | P | Old Shrewsbury A |
| Wednesday, 4 March 2020 | Wem Usc B | 1 | 4 | Old Shrewsbury A |
| Wednesday, 11 March 2020 | Old Shrewsbury A | 1 | 4 | Harlescott E |
| Wednesday, 18 March 2020 | Unison E | Old Shrewsbury A | ||
| Wednesday, 25 March 2020 | Old Shrewsbury A | Bye 3 | ||
| Wednesday, 1 April 2020 | Old Shrewsbury A | Preston Brockhurst A | ||
| Tuesday, 7 April 2020 | Harlescott C | Old Shrewsbury A | ||
| Wednesday, 15 April 2020 | Old Shrewsbury A | Meole Brace E |