| Date | Division | Match | String | Opponent | Result |
| 03/10/2019 | Div 3 North East | Crow Wood 1 v Moss Side 1 | 5 | Vincent McNeill | Won 3-0 |
| 10/10/2019 | Div 3 North East | Crow Wood 1 v Bury 1 | 4 | Paul Cygler | Won 3-0 |
| 17/10/2019 | Div 3 North East | Haslingden 1 v Crow Wood 1 | 1 | Simon Latham | Lost 2-3 |
| 24/10/2019 | Div 3 North East | Crow Wood 1 v David Lloyd North Manchester 1 | 5 | Damian Cooke | Lost 2-3 |
| 31/10/2019 | Div 3 North East | Village Hotel Bury 1 v Crow Wood 1 | 4 | James Dempsey | Won 3-2 |
| 07/11/2019 | Div 3 North East | Crow Wood 1 v Cheetham Hill 1 | 4 | Bryn Turk | Won 3-2 |
| 14/11/2019 | Div 3 North East | Monton 2 v Crow Wood 1 | 3 | Ian Nuttall | Won 3-2 |
| 21/11/2019 | Div 3 North East | Crow Wood 1 v Fairways Lodge 1 | 3 | Daniel Blan | Won 3-2 |
| 28/11/2019 | Div 3 North East | City of Manchester 2 v Crow Wood 1 | 3 | Matt Marshall | Won 3-0 |
| 05/12/2019 | Div 3 North East | Crow Wood 1 v St Peters Burnley 1 | 1 | Johnny Lee | Won 3-2 |
| 12/12/2019 | Div 3 North East | Whitefield Squash 1 v Crow Wood 1 | 2 | Andy Taylor | Lost 0-3 |
| 16/01/2020 | Div 3 North East | Crow Wood 1 v Monton 1 | 3 | James Cray | Lost 1-3 |
| 23/01/2020 | Div 3 North East | Moss Side 1 v Crow Wood 1 | 2 | Nick Cox | Lost 0-3 |
| 30/01/2020 | Div 3 North East | Bury 1 v Crow Wood 1 | 3 | Russell Cross | Won 3-2 |
| 06/02/2020 | Div 3 North East | Crow Wood 1 v Haslingden 1 | 2 | Gordon Gilchrist | Lost 1-3 |
| 20/02/2020 | Div 3 North East | David Lloyd North Manchester 1 v Crow Wood 1 | 3 | Keith Robinson | Lost 0-3 |
| 27/02/2020 | Div 3 North East | Crow Wood 1 v Village Hotel Bury 1 | 2 | Olly Coleman | Won 3-2 |
| 05/03/2020 | Div 3 North East | Cheetham Hill 1 v Crow Wood 1 | 4 | Bryn Turk | Lost 1-3 |
| 12/03/2020 | Div 3 North East | Crow Wood 1 v Monton 2 | 4 | Ian Nuttall | Lost 1-3 |
