| 08 Aug 2018 | | Trinbago Knight Riders v St Lucia Stars | Queen's Park Oval, Port of Spain | Results |
| 09 Aug 2018 | | Guyana Amazon Warriors v St Kitts and Nevis Patriots | Guyana National Stadium, Providence | Results |
| 10 Aug 2018 | | Trinbago Knight Riders v Jamaica Tallawahs | Queen's Park Oval, Port of Spain | Results |
| 11 Aug 2018 | | Guyana Amazon Warriors v St Lucia Stars | Guyana National Stadium, Providence | Results |
| 11 Aug 2018 | | Trinbago Knight Riders v St Kitts and Nevis Patriots | Queen's Park Oval, Port of Spain | Results |
| 12 Aug 2018 | | Guyana Amazon Warriors v Barbados Tridents | Guyana National Stadium, Providence | Results |
| 14 Aug 2018 | | Jamaica Tallawahs v St Lucia Stars | Sabina Park, Kingston | Results |
| 15 Aug 2018 | | Jamaica Tallawahs v St Kitts and Nevis Patriots | Sabina Park, Kingston | Results |
| 16 Aug 2018 | | St Lucia Stars v Trinbago Knight Riders | Daren Sammy National Cricket Stadium, Gros Islet | Results |
| 17 Aug 2018 | | St Lucia Stars v Barbados Tridents | Daren Sammy National Cricket Stadium, Gros Islet | Results |
| 18 Aug 2018 | | Guyana Amazon Warriors v Jamaica Tallawahs | Central Broward Regional Park Stadium Turf Ground, Lauderhill | Results |
| 19 Aug 2018 | | Jamaica Tallawahs v Trinbago Knight Riders | Central Broward Regional Park Stadium Turf Ground, Lauderhill | Results |
| 21 Aug 2018 | | St Lucia Stars v St Kitts and Nevis Patriots | Daren Sammy National Cricket Stadium, Gros Islet | Results |
| 22 Aug 2018 | | Barbados Tridents v Jamaica Tallawahs | Central Broward Regional Park Stadium Turf Ground, Lauderhill | Results |
| 24 Aug 2018 | | St Lucia Stars v Guyana Amazon Warriors | Daren Sammy National Cricket Stadium, Gros Islet | Results |
| 25 Aug 2018 | | Barbados Tridents v St Kitts and Nevis Patriots | Pickwick Cricket Club, Bridgetown | Results |
| 25 Aug 2018 | | St Lucia Stars v Jamaica Tallawahs | Daren Sammy National Cricket Stadium, Gros Islet | Results |
| 26 Aug 2018 | | Barbados Tridents v Trinbago Knight Riders | Pickwick Cricket Club, Bridgetown | Results |
| 28 Aug 2018 | | St Kitts and Nevis Patriots v Guyana Amazon Warriors | Warner Park, Basseterre | Results |
| 29 Aug 2018 | | Barbados Tridents v Jamaica Tallawahs | Pickwick Cricket Club, Bridgetown | Results |
| 30 Aug 2018 | | St Kitts and Nevis Patriots v St Lucia Stars | Warner Park, Basseterre | Results |
| 31 Aug 2018 | | Barbados Tridents v Guyana Amazon Warriors | Pickwick Cricket Club, Bridgetown | Results |
| 01 Sep 2018 | | St Kitts and Nevis Patriots v Trinbago Knight Riders | Warner Park, Basseterre | Results |
| 02 Sep 2018 | | Barbados Tridents v St Lucia Stars | Pickwick Cricket Club, Bridgetown | Results |
| 02 Sep 2018 | | St Kitts and Nevis Patriots v Jamaica Tallawahs | Warner Park, Basseterre | Results |
| 04 Sep 2018 | | St Kitts and Nevis Patriots v Barbados Tridents | Warner Park, Basseterre | Results |
| 05 Sep 2018 | | Trinbago Knight Riders v Guyana Amazon Warriors | Queen's Park Oval, Port of Spain | Results |
| 07 Sep 2018 | | Trinbago Knight Riders v Barbados Tridents | Queen's Park Oval, Port of Spain | Results |
| 08 Sep 2018 | | Guyana Amazon Warriors v Jamaica Tallawahs | Guyana National Stadium, Providence | Results |
| 09 Sep 2018 | | Guyana Amazon Warriors v Trinbago Knight Riders | Guyana National Stadium, Providence | Results |
| 11 Sep 2018 | 1st Preliminary Final | Guyana Amazon Warriors v Trinbago Knight Riders | Guyana National Stadium, Providence | Results |
| 12 Sep 2018 | 2nd Preliminary Final | Jamaica Tallawahs v St Kitts and Nevis Patriots | Guyana National Stadium, Providence | Results |
| 14 Sep 2018 | 3rd Preliminary Final | Trinbago Knight Riders v St Kitts and Nevis Patriots | Brian Lara Stadium, Tarouba | Results |
| 16 Sep 2018 | Final | Trinbago Knight Riders v Guyana Amazon Warriors | Brian Lara Stadium, Tarouba | Results |
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