| Round 1 | Round 2 | Round 3 | Round 4 | Round 5 |
|---|---|---|---|---|
| Cool Runnings | ||||
July 5, 2020  125/4-127/6  | ||||
| Pegasus | ||||
| vs | ||||
| Pegasus | ||||
| Aces Cricket Club | ||||
July 11, 2020  9:00 am  | ||||
| Smashers | ||||
| Office Line | ||||
July 12, 2020 9:00 am | ||||
| Brampton Rangers | ||||
| Fuzion SC | ||||
July 19, 2020 9:00 am  | ||||
| Enterprise | ||||
| WildFiya | ||||
July 26, 2020 9:00 am | ||||
| 11 Man Army | ||||
| Brampton Gladiators | ||||
August 9, 2020  9:00 am  | ||||
| Challengers | ||||
| Island Boyz | ||||
August 16, 2020 9:00 am  | ||||
| Cambridge Jaguars | ||||
| Panthers CC | ||||
August 22, 2020  9:00 am | ||||
| Spartans | ||||
| Uprising Superstarz | ||||
August 23, 2020 9:00 am  | ||||
| Masters | ||||
