| Sr.# | Match # | Match Date | Ground | Raiders Score | Opposition & Score | Result | Points |
| 1 | 560 | Sunday, May 05, 2019 | Powerade-Lower (South) (Right) | 141 all out in 25.0 overs | Milton Cricket Grounds Association 176 for 5 in 25.0 overs |
Milton Cricket Grounds Association won by 35 runs |
0 |
| 2 | 576 | Saturday, May 11, 2019 | SummerLea | 119 for 6 in 25.0 overs | Atmiya 0 120 for 9 in 24.0 overs (Target: 120 runs) |
Atmiya 0 won by 1 wickets |
0 |
| 3 | 573 | Sunday, May 12, 2019 | Central Park - Burlington | 80 all out in 18.5 overs | United Stars 82 for 7 in 16.3 overs |
United Stars won by 3 wickets |
0 |
| 4 | 528 | Sunday, May 19, 2019 | Dixie-Sandalwood - A (North) (Right) | 123 all out in 21.0 overs | Brampton Stallions 144 all out in 22.4 overs |
Brampton Stallions won by 21 runs |
0 |
| 5 | 571 | Sunday, May 26, 2019 | Central Park - Burlington | 89 for 6 in 19.1 overs | Brampton Stallions 88 all out in 15.5 overs |
Raiders won by 4 wickets |
10 |
| 6 | 544 | Saturday, Jun 01, 2019 | Creditview - B | 74 all out in 20.0 overs | United Stars 104 all out in 18.2 overs |
United Stars won by 30 runs |
0 |
| 7 | 568 | Sunday, Jun 09, 2019 | NF Sports Park | 155 for 8 in 24.4 overs | Atmiya 0 150 all out in 24.3 overs |
Raiders won by 2 wickets |
10 |
| 8 | 574 | Saturday, Jun 15, 2019 | Powerade Main (Left) | 135 for 6 in 24.2 overs | Allstars 134 for 9 in 25.0 overs |
Raiders won by 4 wickets |
10 |
| 9 | 552 | Monday, Jul 01, 2019 | Dixie-Sandalwood - A (North) (Right) | 160 for 3 in 21.0 overs | Allstars 159 all out in 24.3 overs |
Raiders won by 7 wickets |
10 |
| 10 | 569 | Saturday, Jul 06, 2019 | SummerLea | 121 all out in 22.1 overs | Friends 178 for 6 in 25.0 overs |
Friends won by 172 runs |
0 |
| 11 | 520 | Saturday, Jul 13, 2019 | Keele East (Petrolia Rd side) | 168 all out in 22.4 overs | Toronto Smashers 200 for 4 in 25.0 overs |
Toronto Smashers won by 32 runs |
0 |
| 12 | 575 | Sunday, Jul 21, 2019 | NF Sports Park | 153 for 4 in 19.1 overs | Milton Cricket Grounds Association 152 all out in 22.5 overs |
Raiders won by 6 wickets |
10 |
| 13 | 572 | Sunday, Jul 28, 2019 | NF Sports Park | 120 all out in 21.2 overs | CricKnights 148 all out in 22.5 overs |
CricKnights won by 28 runs |
0 |
| 14 | 570 | Monday, Aug 05, 2019 | Camden Park | 91 all out in 14.3 overs | Toronto Smashers 266 for 4 in 25.0 overs |
Toronto Smashers won by 177 runs |
0 |
| 15 | 536 | Saturday, Sep 07, 2019 | Caledonia Park - South | 125 all out in 23.0 overs | CricKnights 126 for 2 in 14.4 overs |
CricKnights won by 8 wickets |
0 |
| 16 | 512 | Saturday, Sep 14, 2019 | Caledonia Park - South | 106 for 1 in 17.0 overs | Friends 105 all out in 18.0 overs |
Raiders won by 9 wickets |
10 |