| Date | Division | Match | String | Opponent | Result |
| 11/10/2018 | Div 5 South West | Holywell Leisure SC 2 v Heswall 6 | 4 | Chris Bunnel | Lost 2-3 |
| 18/10/2018 | Div 5 South West | Heswall 6 v Neston 4 | 3 | Jason Kerr | Lost 2-3 |
| 25/10/2018 | Div 5 South West | Winsford 2 v Heswall 6 | 1 | Stephen Abbiss | Lost 0-3 |
| 01/11/2018 | Div 5 South West | Heswall 6 v Cheshire Officers 4 | 1 | Simon Jackson | Lost 0-3 |
| 08/11/2018 | Div 5 South West | New Brighton 2 v Heswall 6 | 1 | Ivan Baldry | Lost 0-3 |
| 22/11/2018 | Div 5 South West | Barnton CC 3 v Heswall 6 | 2 | Pete Dutton | Lost 0-3 |
| 06/12/2018 | Div 4 South West | Barnton CC 2 v Heswall 5 | 4 | Klair Blake | Lost 0-3 |
| 13/12/2018 | Div 4 South West | Alsager 2 v Heswall 4 | 4 | Jonathan Pratt | Won 3-2 |
| 03/01/2019 | Div 4 South West | Heswall 5 v Brook Hotels 1 | 5 | Samuel Kaye | Lost 0-3 |
| 10/01/2019 | Div 4 South West | Mollington Banastre 1 v Heswall 5 | 4 | Phil Noble | Lost 0-3 |
| 17/01/2019 | Div 5 South West | Heswall 6 v Whitby 2 | 3 | Mark Astbury | Won 3-0 |
| 24/01/2019 | Div 5 South West | Heswall 6 v Holywell Leisure SC 2 | 4 | Graham Peers | Won 3-2 |
| 31/01/2019 | Div 5 South West | Neston 4 v Heswall 6 | 2 | Jason Kerr | Lost 1-3 |
| 07/02/2019 | Div 5 South West | Heswall 6 v Winsford 2 | 1 | Stephen Abbiss | Lost 0-3 |
| 28/02/2019 | Div 4 South West | Heswall 5 v Knutsford Sports 2 | 4 | David O'Brien | Lost 0-3 |
| 07/03/2019 | Div 4 South West | Whitby 1 v Heswall 5 | 5 | Bob Mills | Lost 0-3 |
| 14/03/2019 | Div 5 South West | Heswall 6 v Barnton CC 3 | 1 | James Powlson | Lost 0-3 |
| 21/03/2019 | Div 5 South West | Delamere Park 1 v Heswall 6 | 2 | Alan Williams | Lost 1-3 |
| 28/03/2019 | Div 4 South West | Heswall 5 v Barnton CC 2 | 5 | James Powlson | Won 3-2 |
