| Sr.# | Match # | Match Date | Ground | Toronto Smashers Score | Opposition & Score | Result | Points |
| 1 | 505 | Saturday, May 11, 2019 | Creditview - B | 124 for 7 in 25.0 overs | Friends 90 all out in 20.2 overs |
Toronto Smashers won by 34 runs |
10 |
| 2 | 515 | Sunday, May 12, 2019 | Creditview - B | 189 for 4 in 25.0 overs | CricKnights 190 for 7 in 22.1 overs |
CricKnights won by 3 wickets |
0 |
| 3 | 513 | Saturday, May 18, 2019 | Dixie-Sandalwood - A (North) | 187 for 3 in 25.0 overs | Friends 139 for 7 in 25.0 overs |
Toronto Smashers won by 48 runs |
10 |
| 4 | 546 | Saturday, Jun 01, 2019 | Keele East (Petrolia Rd side) | 177 for 6 in 25.0 overs | Allstars 86 all out in 22.0 overs |
Toronto Smashers won by 91 runs |
10 |
| 5 | 518 | Sunday, Jun 16, 2019 | Powerade Main (Left) | 179 for 5 in 25.0 overs | Milton Cricket Grounds Association 65 all out in 17.2 overs |
Toronto Smashers won by 114 runs |
10 |
| 6 | 519 | Saturday, Jun 22, 2019 | NF Sports Park | 147 for 8 in 25.0 overs | Atmiya 0 132 all out in 24.4 overs |
Toronto Smashers won by 15 runs |
10 |
| 7 | 554 | Monday, Jul 01, 2019 | Dixie-Sandalwood - A (North) | 161 for 9 in 21.5 overs | Milton Cricket Grounds Association 162 for 5 in 23.3 overs |
Milton Cricket Grounds Association won by 5 wickets |
0 |
| 8 | 514 | Sunday, Jul 07, 2019 | Caledonia Park - South | 185 for 6 in 25.0 overs | Brampton Stallions 131 for 9 in 22.0 overs |
Toronto Smashers won by 54 runs |
10 |
| 9 | 520 | Saturday, Jul 13, 2019 | Keele East (Petrolia Rd side) | 200 for 4 in 25.0 overs | Raiders 168 all out in 22.4 overs |
Toronto Smashers won by 32 runs |
10 |
| 10 | 538 | Saturday, Jul 27, 2019 | NF Sports Park | 218 for 4 in 25.0 overs | United Stars 133 for 9 in 17.1 overs |
Toronto Smashers won by 93 runs |
10 |
| 11 | 517 | Sunday, Jul 28, 2019 | Keele East (Petrolia Rd side) | 211 for 5 in 25.0 overs | Allstars 212 for 7 in 23.3 overs |
Allstars won by 3 wickets |
0 |
| 12 | 530 | Sunday, Aug 04, 2019 | Central Park - Burlington | 153 for 6 in 25.0 overs | CricKnights 128 for 8 in 22.4 overs |
Toronto Smashers won by 25 runs |
10 |
| 13 | 570 | Monday, Aug 05, 2019 | Camden Park | 266 for 4 in 25.0 overs | Raiders 91 all out in 14.3 overs |
Toronto Smashers won by 177 runs |
10 |
| 14 | 516 | Saturday, Aug 10, 2019 | NF Sports Park | 282 for 3 in 25.0 overs | United Stars 208 for 9 in 23.0 overs |
Toronto Smashers won by 74 runs |
10 |
| 15 | 522 | Sunday, Aug 18, 2019 | Caledonia Park - South | Brampton Stallions |
Match rained out | 5 | |
| 16 | 562 | Sunday, Aug 25, 2019 | Keele East (Petrolia Rd side) | 97 for 4 in 17.5 overs | Atmiya 0 96 all out in 18.1 overs |
Toronto Smashers won by 6 wickets |
10 |