| Date | Division | Match | String | Opponent | Result |
| 20/09/2018 | Div 4 South West | Whitby 1 v Crewe Vagrants 5 | 5 | (walkover) | Won 3-0 |
| 27/09/2018 | Div 5 South West | Holywell Leisure SC 2 v Whitby 2 | 2 | Di Williams | Lost 1-3 |
| 04/10/2018 | Div 5 South West | Whitby 2 v Heswall 6 | 4 | Jason Banks | Won 3-0 |
| 11/10/2018 | Div 5 South West | Neston 4 v Whitby 2 | 4 | Pete Fletcher | Won 3-1 |
| 18/10/2018 | Div 5 South West | Whitby 2 v Winsford 2 | 3 | James Andrew | Lost 0-3 |
| 25/10/2018 | Div 5 South West | Cheshire Officers 4 v Whitby 2 | 2 | Paul Wilkinson | Won 3-0 |
| 08/11/2018 | Div 5 South West | Chester Rugby 4 v Whitby 2 | 4 | James Greeves | Won 3-2 |
| 15/11/2018 | Div 5 South West | Whitby 2 v Barnton CC 3 | 4 | Rod Howell | Won 3-0 |
| 22/11/2018 | Div 5 South West | Delamere Park 1 v Whitby 2 | 3 | Andrew Bryson | Won 3-0 |
| 29/11/2018 | Div 5 South West | Whitby 2 v Winsford 3 | 3 | Tom Dean | Won 3-0 |
| 06/12/2018 | Div 5 South West | Cheshire Officers 3 v Whitby 2 | 3 | Andy Norton | Won 3-1 |
| 10/01/2019 | Div 4 South West | Heswall 4 v Whitby 1 | 5 | Robert Powley | Lost 1-3 |
| 17/01/2019 | Div 4 South West | Whitby 1 v Neston 3 | 5 | Emyr Kerfoot | Lost 2-3 |
| 24/01/2019 | Div 5 South West | Whitby 2 v Neston 4 | 2 | Jason Kerr | Won 3-2 |
| 31/01/2019 | Div 5 South West | Winsford 2 v Whitby 2 | 1 | Stephen Abbiss | Lost 0-3 |
| 07/02/2019 | Div 4 South West | Whitby 1 v Brook Hotels 1 | 3 | Chris Brown | Lost 1-3 |
| 21/02/2019 | Div 4 South West | Mollington Banastre 1 v Whitby 1 | 4 | clive caddick | Lost 2-3 |
| 28/02/2019 | Div 4 South West | Chester Rugby 3 v Whitby 1 | 5 | Craig S Chadwick | Won 3-0 |
| 07/03/2019 | Div 4 South West | Whitby 1 v Heswall 5 | 5 | Jeremy Heywood | Won 3-0 |
| 14/03/2019 | Div 5 South West | Whitby 2 v Delamere Park 1 | 2 | Greg Shimmin | Won 3-0 |
| 21/03/2019 | Div 4 South West | Whitby 1 v Moss Farm 1 | 5 | Mandy Beeston | Won 3-0 |
| 28/03/2019 | Div 4 South West | Alsager 2 v Whitby 1 | 4 | Jon Higgin | Lost 1-3 |
| 04/04/2019 | Div 4 South West | Whitby 1 v Knutsford Sports 2 | 5 | Neil Loftus | Won 3-0 |
