| Sr.# | Match # | Match Date | Ground | Toronto Timberwolves Score | Opposition & Score | Result | Points |
| 1 | 776 | Saturday, Apr 29, 2023 | Andrew McCandless Park | StarLords |
Match rained out | 5 | |
| 2 | 147 | Saturday, May 20, 2023 | Batsman Park - North | 93 for 9 in 14.0 overs | Brampton Lions 88 for 8 in 16.0 overs |
Toronto Timberwolves won by 1 wickets |
10 |
| 3 | 773 | Saturday, May 27, 2023 | Batsman Park - South | 175 for 7 in 25.0 overs | Punjabi Boyz 131 all out in 19.2 overs |
Toronto Timberwolves won by 63 runs |
10 |
| 4 | 148 | Sunday, Jun 04, 2023 | Andrew McCandless Park | 216 for 6 in 25.0 overs | Goldie Warriors 194 for 8 in 25.0 overs (Target: 217 runs) |
Toronto Timberwolves won by 22 runs |
10 |
| 5 | 150 | Saturday, Jun 17, 2023 | Gore Meadows | 164 for 7 in 25.0 overs | Punjabi Warriors 196 for 3 in 25.0 overs |
Punjabi Warriors won by 33 runs |
0 |
| 6 | 772 | Sunday, Jul 02, 2023 | Teramoto Park | 158 for 7 in 25.0 overs | Kings XI Ontario 136 all out in 23.0 overs |
Toronto Timberwolves won by 22 runs |
10 |
| 7 | 140 | Sunday, Jul 23, 2023 | Batsman Park - South | 221 for 8 in 25.0 overs | GTA Strikers 147 all out in 20.0 overs |
Toronto Timberwolves won by 74 runs |
10 |
| 8 | 135 | Sunday, Jul 30, 2023 | Dixie-407 - C (North-West) | 232 for 4 in 25.0 overs | Goldie Warriors 235 for 4 in 24.1 overs |
Goldie Warriors won by 6 wickets |
0 |
| 9 | 771 | Saturday, Aug 12, 2023 | Gore Meadows | 199 for 8 in 25.0 overs | Ahmadiyya 167 for 4 in 17.0 overs (Target: 146 runs) |
Ahmadiyya won by 22 runs |
0 |
| 10 | 130 | Saturday, Sep 02, 2023 | Batsman Park - North | 255 for 7 in 22.0 overs | Brampton Lions 270 for 3 in 22.0 overs |
Brampton Lions won by 15 runs |
0 |
| 11 | 145 | Sunday, Sep 03, 2023 | Dixie-407 - C (North-West) | 190 for 7 in 24.3 overs | Punjabi Warriors 189 for 7 in 25.0 overs |
Toronto Timberwolves won by 3 wickets |
10 |
| 12 | 774 | Sunday, Sep 17, 2023 | Dixie-407 - C (North-West) | 255 for 4 in 22.1 overs | Scorchers Yellow 254 for 8 in 25.0 overs |
Toronto Timberwolves won by 6 wickets |
10 |
| 13 | 125 | Sunday, Oct 01, 2023 | Gore Meadows | 170 for 5 in 19.0 overs | BPCC 166 for 3 in 19.0 overs |
Toronto Timberwolves won by 5 wickets |
10 |
| 14 | 775 | Monday, Oct 09, 2023 | Batsman Park - South | Spartans |
Match rained out | 5 |