The 33-match season will be played in Trinidad & Tobago, with all matches taking place across two stadiums in that country.
The Brian Lara Cricket Academy in Tarouba will host 23 games, including the semi-finals and final, and the Queen’s Park Oval in Port of Spain will have 10 matches.
Complete Schedule of CPL 2020:
| Day, Date, Local Time | Match between | Results |
| Brian Lara Cricket Academy: | ||
| Tuesday 18 August, 10am | Trinbago Knight Riders v Guyana Amazon Warriors | TKR won by 4 wickets |
| Tuesday 18 August, 5:30pm | Barbados Tridents v St Kitts & Nevis Patriots | BT won by 6 runs |
| Wednesday 19 August, 10am | Jamaica Tallawahs v St Lucia Zouks | JT won by 5 wkts |
| Wednesday 19 August, 5:30pm | Guyana Amazon Warriors v St Kitts & Nevis Patriots | GAW won by 3 wkts |
| Thursday 20 August, 10am | St Lucia Zouks v Barbados Tridents | SLZ won by 7 wkts |
| Thursday 20 August, 5:30pm | Trinbago Knight Riders v Jamaica Tallawahs | TKR won by 7 wkts |
| Saturday 22 August, 10am | St Kitts & Nevis Patriots v St Lucia Zouks | SLZ won by 10 runs |
| Saturday 22 August, 2:15pm | Guyana Amazon Warriors v Jamaica Tallawahs | GAW won by 14 runs |
| Sunday 23 August, 10am | Trinbago Knight Riders v Barbados Tridents | TKR won by 19 runs |
| Sunday 23 August, 2:15pm | Guyana Amazon Warriors v St Lucia Zouks | SLZ won by 10 runs |
| Queen’s Park Oval | ||
| Tuesday 25 August, 10am | St Kitts & Nevis Patriots v Barbados Tridents | SKNP won by 6 wkts |
| Tuesday 25 August, 5:30pm | Jamaica Tallawahs v Guyana Amazon Warriors | JT won by 5 wkts |
| Wednesday 26 August 10am | St Lucia Zouks v Trinbago Knight Riders | TKR won by 6 wickets DLS |
| Wednesday 26 August, 5:30pm | Barbados Tridents v Jamaica Tallawahs | BT won by 36 runs |
| Thursday 27 August, 10am | St Lucia Zouks v St Kitts & Nevis Patriots | SLZ won by 6 wkts |
| Thursday 27 August, 5:30pm | Guyana Amazon Warriors v Trinbago Knight Riders | TKR won by 7 wkts |
| Saturday 29 August, 10am | Barbados Tridents v Trinbago Knight Riders | TKR won by 2 wkts |
| Saturday 29 August, 2:15pm | St Kitts & Nevis Patriots v Jamaica Tallawahs | JT won by 37 runs |
| Sunday 30 August, 10am | Barbados Tridents v St Lucia Zouks | SLZ won by 3 runs |
| Sunday 30 August, 2:15pm | St Kitts & Nevis Patriots v Guyana Amazon Warriors | GAW won by 7 wkts |
| Brian Lara Cricket Academy | ||
| Tuesday 1 September, 10am | Jamaica Tallawahs v Trinbago Knight Riders | TKR won by 19 runs |
| Tuesday 1 September, 5:30am | Guyana Amazon Warriors v Barbados Tridents | GAW won by 8 wkts |
| Wednesday 2 September, 10am | Trinbago Knight Riders v St Kitts & Nevis Patriots | TKR won by 59 runs |
| Wednesday 2 September, 5:30pm | St Lucia Zouks v Guyana Amazon Warriors | GAW won by 7 wkts |
| Thursday 3 September, 10am | Jamaica Tallawahs v St Kitts & Nevis Patriots | No result – Match abandoned due to rain |
| Thursday 3 September, 5:30pm | Barbados Tridents v Guyana Amazon Warriors | GAW won by 6 wkts |
| Saturday 5 September, 10am | Trinbago Knight Riders v St Lucia Zouks | TKR won by 23 runs |
| Saturday 5 September, 2:15pm | Jamaica Tallawahs v Barbados Tridents | BT won by 7 wkts |
| Sunday 6 September, 10am | St Kitts & Nevis Patriots v Trinbago Knight Riders | TKR won by 9 wkts |
| Sunday 6 September, 2:15pm | St Lucia Zouks v Jamaica Tallawahs | SLZ won by 11 runs |
| Tuesday 8 September, 10am | Trinbago Knight Riders vs Jamaica Tallawahs | |
| Tuesday 8 September, 5:30pm | Guyana Amazon Warriors vs St Lucia Zouks | |
| Thursday 10 September, TBC | Final |
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