| Date | Division | Match | String | Opponent | Result |
| 04/10/2018 | Div 5 North West | Hilbre Squash Club 1 v Lymm 2 | 4 | Mark Brown | Won 3-0 |
| 18/10/2018 | Div 5 North West | Hilbre Squash Club 1 v Warrington 7 | 5 | Richard Bradbury | Won 3-0 |
| 01/11/2018 | Div 5 North West | Hilbre Squash Club 1 v Liverpool CC 6 | 4 | Arthur McCoombe | Lost 0-3 |
| 15/11/2018 | Div 5 North West | Hilbre Squash Club 1 v Xaverian 5 | 4 | Wynne Ridge | Lost 1-3 |
| 22/11/2018 | Div 5 North West | Warrington 6 v Hilbre Squash Club 1 | 5 | Jose Coelho | Lost 1-3 |
| 29/11/2018 | Div 5 North West | Hilbre Squash Club 1 v David Lloyd Knowsley 2 | 4 | James Brunton | Lost 0-3 |
| 17/01/2019 | Div 5 North West | Lymm 2 v Hilbre Squash Club 1 | 4 | Keith Spencer | Lost 0-3 |
| 24/01/2019 | Div 5 North West | Hilbre Squash Club 1 v Bridgefield 2 | 4 | (walkover) | Won 3-0 |
| 31/01/2019 | Div 5 North West | Warrington 7 v Hilbre Squash Club 1 | 5 | Richard Bradbury | Won 3-1 |
| 28/02/2019 | Div 5 North West | Hilbre Squash Club 1 v Woolston 3 | 4 | Chris Cliffe | Lost 0-3 |
| 14/03/2019 | Div 5 North West | Hilbre Squash Club 1 v Warrington 6 | 4 | Kristian Foat | Lost 1-3 |
| 21/03/2019 | Div 5 North West | David Lloyd Knowsley 2 v Hilbre Squash Club 1 | 4 | Jon Burke | Lost 2-3 |
| 28/03/2019 | Div 5 North West | Wigan Squash 5 v Hilbre Squash Club 1 | 4 | Ben Schofield | Lost 2-3 |
| 04/04/2019 | Div 5 North West | Hilbre Squash Club 1 v Widnes RUFC 2 | 4 | (walkover) | Won 3-0 |
