| Sr.# | Match # | Match Date | Ground | Toronto Woodlands Score | Opposition & Score | Result | Points |
| 1 | 9 | Sunday, Aug 09, 2020 | Batsman Park - North | 156 for 8 in 25.0 overs | Aston 157 for 3 in 19.0 overs |
Aston won by 7 wickets |
0 |
| 2 | 42 | Sunday, Aug 16, 2020 | Batsman Park - North | 196 for 6 in 25.0 overs | Goldie Warriors 198 for 5 in 23.3 overs (Target: 197 runs) |
Goldie Warriors won by 5 wickets |
0 |
| 3 | 3 | Sunday, Aug 23, 2020 | Batsman Park - South | 188 for 5 in 25.0 overs | Universal Flames 196 for 4 in 25.0 overs |
Universal Flames won by 8 runs |
0 |
| 4 | 114 | Sunday, Aug 30, 2020 | Batsman Park - South | 202 for 3 in 15.4 overs | Aston 199 for 8 in 25.0 overs |
Toronto Woodlands won by 7 wickets |
10 |
| 5 | 6 | Sunday, Sep 13, 2020 | Centennial - B | Universal Flames |
Universal Flames won by default |
0 | |
| 6 | 217 | Saturday, Sep 19, 2020 | Torbram ground | 219 for 7 in 23.0 overs | Aston 167 all out in 21.4 overs (Target: 218 runs) |
Toronto Woodlands won by 50 runs |
10 |
| 7 | 146 | Saturday, Sep 26, 2020 | SummerLea | Goldie Warriors |
Goldie Warriors won by default |
0 | |
| 8 | 252 | Sunday, Sep 27, 2020 | Centennial - B | Goldie Warriors |
Goldie Warriors won by default |
0 | |
| 9 | 316 | Saturday, Oct 03, 2020 | Dixie-407 - C (North-West) - NEW | 130 for 2 in 15.1 overs | Universal Flames 127 for 6 in 20.0 overs |
Toronto Woodlands won by 8 wickets |
10 |