| Date | Division | Match | String | Opponent | Result |
| 02/10/2019 | Division 3 | Haileybury 1 v Tring 3 | 5 | Paul Wilcock | Won 3-2 |
| 09/10/2019 | Division 3 | Radlett 2 v Haileybury 1 | 5 | Nick Cooper | Won 3-2 |
| 06/11/2019 | Division 3 | Nuffield 3 v Haileybury 1 | 5 | Louisa Dalwood | Lost 2-3 |
| 13/11/2019 | Division 3 | Haileybury 1 v Harpenden 3 | 5 | Libby Montgomery | Won 3-1 |
| 27/11/2019 | Division 3 | Haileybury 1 v Berkhamsted 3 | 5 | James Stobart | Lost 0-3 |
| 04/12/2019 | Division 3 | Broxbourne 2 v Haileybury 1 | 4 | Rory Flynn | Lost 1-3 |
| 08/01/2020 | Division 3 | Tring 3 v Haileybury 1 | 4 | Jack Gregory | Lost 2-3 |
| 29/01/2020 | Division 3 | Haileybury 1 v Nuffield 3 | 4 | Mark Castle | Lost 1-3 |
| 05/02/2020 | Division 3 | Harpenden 3 v Haileybury 1 | 5 | Euan Turner | Lost 0-3 |
| 12/02/2020 | Division 3 | Haileybury 1 v Broxbourne 2 | 5 | Shola Bello | Lost 0-3 |
| 26/02/2020 | Division 3 | Berkhamsted 3 v Haileybury 1 | 4 | Grant Kleiner | Won 3-2 |
| 11/03/2020 | Division 3 | Haileybury 1 v Radlett 2 | 4 | Daniel Wolfson | Won 3-2 |
