| Date | Division | Match | String | Opponent | Result |
| 19/09/2019 | Div 2 West | Chester Rugby 1 v Wrexham Brymbo 1 | 4 | Ashlie Peile | Won 3-0 |
| 03/10/2019 | Div 2 West | Chester Rugby 1 v Heswall 1 | 2 | Alex Kirkpatrick | Won 3-2 |
| 10/10/2019 | Div 2 West | Cheshire Officers 1 v Chester Rugby 1 | 3 | Graham Cobden | Won 3-1 |
| 24/10/2019 | Div 2 West | Chester Rugby 1 v Neston 1 | 3 | Simon Dutton | Won 3-0 |
| 07/11/2019 | Div 2 West | Chester Rugby 1 v New Brighton 1 | 2 | Nick Munn | Lost 2-3 |
| 05/12/2019 | Div 2 West | Chester Rugby 1 v Barnton CC 1 | 1 | Blake Betley | Won 3-1 |
| 12/12/2019 | Div 2 West | Xaverian 1 v Chester Rugby 1 | 3 | Luke Davies | Lost 0-3 |
| 09/01/2020 | Div 2 West | Wrexham Brymbo 1 v Chester Rugby 1 | 2 | Stephen Jenks | Lost 0-3 |
| 16/01/2020 | Div 2 West | Chester Rugby 1 v St Asaph 1 | 3 | Jason Osborne | Won 3-2 |
| 23/01/2020 | Div 2 West | Heswall 1 v Chester Rugby 1 | 4 | Seb Gardiner | Won 3-1 |
| 30/01/2020 | Div 2 West | Chester Rugby 1 v Cheshire Officers 1 | 4 | Dave Cadwallader | Won 3-1 |
| 06/02/2020 | Div 2 West | Liverpool CC 3 v Chester Rugby 1 | 4 | Matthew Dolphin | Won 3-2 |
| 27/02/2020 | Div 2 West | Chester Rugby 1 v Northern Crosby 1 | 3 | Jon Fell | Lost 2-3 |
| 05/03/2020 | Div 2 West | New Brighton 1 v Chester Rugby 1 | 4 | Jason Reed | Won 3-2 |
