| Division 1 | Mon 14 Oct 2019 | #3 | Harry Wyld (Hallamshire 2) | V | Billy Hawes (Hallamshire 1) | 7-11, 11-9, 11-3, 10-12, 11-3 | | 3-2 |
| Division 1 | Mon 21 Oct 2019 | #3 | Billy Hawes (Hallamshire 1) | V | Steve Barker. (Princes 1) | 11-7, 11-8, 11-7 | | 3-0 |
| Division 1 | Mon 28 Oct 2019 | #3 | Billy Hawes (Hallamshire 1) | V | Alec Tomlinson (Woodfield 1) | 11-4, 8-11, 11-6, 9-11, 8-11 | | 2-3 |
| Division 1 | Mon 4 Nov 2019 | #2 | Billy Hawes (Hallamshire 1) | V | Oli Turner (Abbeydale 1) | 3-11, 3-11, 8-11 | | 0-3 |
| Division 1 | Mon 16 Dec 2019 | #2 | Billy Hawes (Hallamshire 1) | V | Sam Broughton (Fulwood 2) | 11-3, 11-9, 11-6 | | 3-0 |
| Division 1 | Mon 6 Jan 2020 | #3 | Mark Tasker (Abbeydale 1) | V | Billy Hawes (Hallamshire 1) | 5-11, 12-10, 7-11, 11-9, 7-11 | | 2-3 |
| Division 1 | Mon 20 Jan 2020 | #3 | Billy Hawes (Hallamshire 1) | V | Harry Wyld (Hallamshire 2) | 11-6, 11-13, 11-6, 8-11, 11-9 | | 3-2 |
| Division 1 | Mon 10 Feb 2020 | #2 | Luke McFarland (Woodfield 1) | V | Billy Hawes (Hallamshire 1) | 11-6, 9-11, 11-7, 13-15, 11-7 | | 3-2 |
| Division 1 | Mon 17 Feb 2020 | #2 | Charlie Wall (Abbeydale 2) | V | Billy Hawes (Hallamshire 1) | 9-11, 11-9, 7-11, 7-11 | | 1-3 |
| Division 1 | Mon 2 Mar 2020 | #3 | Owen Bailey (Fulwood 2) | V | Billy Hawes (Hallamshire 1) | 6-11, 6-11, 5-11 | | 0-3 |
