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| Date | League | Match | Venue | Status |
|---|---|---|---|---|
| 29 Sept 2019 | Caribbean Premier League | Barbados Royals vs St Kitts and Nevis Patriots | Kennington Oval | Finished |
| 28 Sept 2019 | Caribbean Premier League | Saint Lucia Kings vs Jamaica Tallawahs | Darren Sammy National Cricket Stadium | Finished |
| 26 Sept 2019 | Caribbean Premier League | Barbados Royals vs Trinbago Knight Riders | Kennington Oval | Finished |
| 25 Sept 2019 | Caribbean Premier League | Saint Lucia Kings vs Guyana Amazon Warriors | Darren Sammy National Cricket Stadium | Finished |
| 24 Sept 2019 | Caribbean Premier League | Saint Lucia Kings vs St Kitts and Nevis Patriots | Darren Sammy National Cricket Stadium | Finished |
| 23 Sept 2019 | Caribbean Premier League | Barbados Royals vs Jamaica Tallawahs | Kennington Oval | Finished |
| 22 Sept 2019 | Caribbean Premier League | Barbados Royals vs Guyana Amazon Warriors | Kennington Oval | Finished |
| 22 Sept 2019 | Caribbean Premier League | Saint Lucia Kings vs Trinbago Knight Riders | Darren Sammy National Cricket Stadium | Aban. |
| 21 Sept 2019 | Caribbean Premier League | Saint Lucia Kings vs Barbados Royals | Darren Sammy National Cricket Stadium | Finished |
| 20 Sept 2019 | Caribbean Premier League | Jamaica Tallawahs vs St Kitts and Nevis Patriots | Sabina Park | Finished |
| 19 Sept 2019 | Caribbean Premier League | Jamaica Tallawahs vs Guyana Amazon Warriors | Sabina Park | Finished |
| 17 Sept 2019 | Caribbean Premier League | St Kitts and Nevis Patriots vs Trinbago Knight Riders | Warner Park | Finished |
| 15 Sept 2019 | Caribbean Premier League | St Kitts and Nevis Patriots vs Saint Lucia Kings | Warner Park | Finished |
| 15 Sept 2019 | Caribbean Premier League | Jamaica Tallawahs vs Barbados Royals | Sabina Park | Finished |
| 15 Sept 2019 | Caribbean Premier League | St Kitts and Nevis Patriots vs Guyana Amazon Warriors | Warner Park | Finished |
| 14 Sept 2019 | Caribbean Premier League | Jamaica Tallawahs vs Trinbago Knight Riders | Sabina Park | Finished |
| 13 Sept 2019 | Caribbean Premier League | Jamaica Tallawahs vs Saint Lucia Kings | Sabina Park | Finished |
| 11 Sept 2019 | Caribbean Premier League | St Kitts and Nevis Patriots vs Barbados Royals | Warner Park | Finished |
| 10 Sept 2019 | Caribbean Premier League | St Kitts and Nevis Patriots vs Jamaica Tallawahs | Warner Park | Finished |
| 8 Sept 2019 | Caribbean Premier League | Guyana Amazon Warriors vs Barbados Royals | Providence Stadium | Finished |
| 8 Sept 2019 | Caribbean Premier League | Trinbago Knight Riders vs Saint Lucia Kings | Queen's Park Oval | Finished |
| 8 Sept 2019 | Caribbean Premier League | Guyana Amazon Warriors vs St Kitts and Nevis Patriots | Providence Stadium | Finished |
| 7 Sept 2019 | Caribbean Premier League | Trinbago Knight Riders vs Jamaica Tallawahs | Queen's Park Oval | Finished |
| 5 Sept 2019 | Caribbean Premier League | Guyana Amazon Warriors vs Saint Lucia Kings | Providence Stadium | Finished |
| 4 Sept 2019 | Caribbean Premier League | Trinbago Knight Riders vs St Kitts and Nevis Patriots | Queen's Park Oval | Finished |
| 16 Sept 2018 | Caribbean Premier League | Guyana Amazon Warriors vs Trinbago Knight Riders | Brian Lara Stadium | Finished |
| 15 Sept 2018 | Caribbean Premier League | Trinbago Knight Riders vs St Kitts and Nevis Patriots | Brian Lara Stadium | Finished |
| 12 Sept 2018 | Caribbean Premier League | Jamaica Tallawahs vs St Kitts and Nevis Patriots | Providence Stadium | Finished |
| 11 Sept 2018 | Caribbean Premier League | Trinbago Knight Riders vs Guyana Amazon Warriors | Providence Stadium | Finished |
| 9 Sept 2018 | Caribbean Premier League | Guyana Amazon Warriors vs Trinbago Knight Riders | Providence Stadium | Finished |
| 9 Sept 2018 | Caribbean Premier League | Guyana Amazon Warriors vs Jamaica Tallawahs | Providence Stadium | Finished |
| 8 Sept 2018 | Caribbean Premier League | Trinbago Knight Riders vs Barbados Royals | Queen's Park Oval | Finished |
| 6 Sept 2018 | Caribbean Premier League | Trinbago Knight Riders vs Guyana Amazon Warriors | Queen's Park Oval | Finished |
| 4 Sept 2018 | Caribbean Premier League | St Kitts and Nevis Patriots vs Barbados Royals | Warner Park | Finished |
| 2 Sept 2018 | Caribbean Premier League | St Kitts and Nevis Patriots vs Jamaica Tallawahs | Warner Park | Finished |
| 2 Sept 2018 | Caribbean Premier League | Barbados Royals vs Saint Lucia Kings | Kensington Oval | Finished |
| 1 Sept 2018 | Caribbean Premier League | St Kitts and Nevis Patriots vs Trinbago Knight Riders | Warner Park | Finished |
| 31 Aug 2018 | Caribbean Premier League | Barbados Royals vs Guyana Amazon Warriors | Kensington Oval | Finished |
| 30 Aug 2018 | Caribbean Premier League | St Kitts and Nevis Patriots vs Saint Lucia Kings | Warner Park | Aban. |
| 30 Aug 2018 | Caribbean Premier League | Barbados Royals vs Jamaica Tallawahs | Kensington Oval | Finished |
| 28 Aug 2018 | Caribbean Premier League | St Kitts and Nevis Patriots vs Guyana Amazon Warriors | Warner Park | Finished |
| 26 Aug 2018 | Caribbean Premier League | Barbados Royals vs Trinbago Knight Riders | Kensington Oval | Finished |
| 26 Aug 2018 | Caribbean Premier League | Saint Lucia Kings vs Jamaica Tallawahs | Darren Sammy National Cricket Stadium | Finished |
| 25 Aug 2018 | Caribbean Premier League | Barbados Royals vs St Kitts and Nevis Patriots | Kensington Oval | Finished |
| 25 Aug 2018 | Caribbean Premier League | Saint Lucia Kings vs Guyana Amazon Warriors | Darren Sammy National Cricket Stadium | Finished |
| 22 Aug 2018 | Caribbean Premier League | Jamaica Tallawahs vs Barbados Royals | Central Broward Regional Park Stadium Turf Ground | Finished |
| 21 Aug 2018 | Caribbean Premier League | Saint Lucia Kings vs St Kitts and Nevis Patriots | Darren Sammy National Cricket Stadium | Finished |
| 19 Aug 2018 | Caribbean Premier League | Jamaica Tallawahs vs Trinbago Knight Riders | Central Broward Regional Park Stadium Turf Ground | Finished |
| 19 Aug 2018 | Caribbean Premier League | Jamaica Tallawahs vs Guyana Amazon Warriors | Central Broward Regional Park Stadium Turf Ground | Finished |
| 18 Aug 2018 | Caribbean Premier League | Saint Lucia Kings vs Barbados Royals | Darren Sammy National Cricket Stadium | Finished |