| Date | Division | Match | String | Opponent | Result |
| 03/10/2019 | Division 2 | Chapel Allerton 4 v Scunthorpe@AppFrod 1 | 5 | Bert Cotter | Won 3-1 |
| 10/10/2019 | Division 2 | Woodfield Squash 2 v Chapel Allerton 4 | 5 | Dave Medlicott | Won 3-1 |
| 17/10/2019 | Division 2 | Chapel Allerton 4 v Pontefract 6 | 5 | Oliver Foster | Won 3-0 |
| 23/10/2019 | Division 2 | Wakefield 2 v Chapel Allerton 4 | 5 | Ben Scotcher | Won 3-1 |
| 24/10/2019 | Division 1 | Chapel Allerton 3 v Pontefract 3 | 5 | (walkover) | Won 3-0 |
| 31/10/2019 | Division 2 | Chapel Allerton 4 v Norwood SC 2 | 5 | Seth Whitehurst | Won 3-1 |
| 13/11/2019 | Division 2 | Woodfield Squash 3 v Chapel Allerton 4 | 5 | Ian Mcmahon | Won 3-0 |
| 14/11/2019 | Division 1 | Chapel Allerton 3 v Harrogate 1 | 5 | Andy Keeling | Lost 1-3 |
| 21/11/2019 | Division 2 | Chapel Allerton 4 v Rothwell 1 | 5 | Mark Burnley | Won 3-0 |
| 05/12/2019 | Division 2 | Chapel Allerton 4 v Fulwood 1 | 5 | Matthew Beckett | Won 3-1 |
| 12/12/2019 | Division 2 | Hull & ER 2 v Chapel Allerton 4 | 5 | Joshua Lee | Won 3-1 |
| 15/01/2020 | Division 2 | Scunthorpe@AppFrod 1 v Chapel Allerton 4 | 4 | Dean Hurley | Won 3-2 |
| 23/01/2020 | Division 2 | Chapel Allerton 4 v Woodfield Squash 2 | 4 | Mike Parker | Won 3-0 |
| 30/01/2020 | Division 1 | Chapel Allerton 3 v Abbeydale 2 | 5 | Jon Braddock | Won 3-0 |
| 31/01/2020 | Division 2 | Pontefract 6 v Chapel Allerton 4 | 4 | Oliver Foster | Won 3-1 |
| 05/02/2020 | Division 1 | Pontefract 3 v Chapel Allerton 3 | 4 | Mark Swift | Lost 1-3 |
| 06/02/2020 | Division 2 | Chapel Allerton 4 v Wakefield 2 | 5 | Tom Swinden | Won 3-0 |
| 19/02/2020 | Division 2 | Norwood SC 2 v Chapel Allerton 4 | 3 | CHARLOTTE FISH | Won 3-0 |
| 27/02/2020 | Division 2 | Chapel Allerton 4 v Pontefract 4 | 3 | Steve Green | Won 3-0 |
| 05/03/2020 | Division 2 | Chapel Allerton 4 v Woodfield Squash 3 | 5 | (walkover) | Won 3-0 |
| 13/03/2020 | Division 2 | Rothwell 1 v Chapel Allerton 4 | 3 | Rob Leathley | Won 3-1 |
