| Match 8, Sun, 16 Aug 5:30 | |  Jamaica Kingsmen  Trinbago Knight Riders | Sabina Park, Kingston | |
| Match 9, Mon, 17 Aug 4:30 | |  Saint Lucia Kings  Barbados Tridents | Daren Sammy National Cricket Stadium, Gros Islet | |
| Match 10, Wed, 19 Aug 5:30 | | Jamaica Kingsmen  St Kitts and Nevis Patriots | Sabina Park, Kingston | |
| Match 11, Thu, 20 Aug 4:30 | | Saint Lucia Kings  Guyana Amazon Warriors | Daren Sammy National Cricket Stadium, Gros Islet | |
| Match 12, Fri, 21 Aug 4:30 | |  Antigua & Barbuda Falcons St Kitts and Nevis Patriots | Sir Vivian Richards Stadium North Sound, Saint Peters | |
| Match 13, Sat, 22 Aug 4:30 | | Saint Lucia Kings Jamaica Kingsmen | Daren Sammy National Cricket Stadium, Gros Islet | |
| Match 14, Sun, 23 Aug 4:30 | | Antigua & Barbuda Falcons Trinbago Knight Riders | Sir Vivian Richards Stadium North Sound, Saint Peters | |
| Match 15, Mon, 24 Aug 4:30 | | Antigua & Barbuda Falcons Guyana Amazon Warriors | Sir Vivian Richards Stadium North Sound, Saint Peters | |
| Match 16, Wed, 26 Aug 4:30 | | Antigua & Barbuda Falcons Barbados Tridents | Sir Vivian Richards Stadium North Sound, Saint Peters | |
| Match 17, Thu, 27 Aug 4:30 | | Trinbago Knight Riders Saint Lucia Kings | Queen's Park Oval, Port of Spain | |
| Match 18, Fri, 28 Aug 4:30 | | St Kitts and Nevis Patriots Jamaica Kingsmen | Warner Park, Basseterre | |
| Match 19, Sat, 29 Aug 5:30 | | Trinbago Knight Riders Barbados Tridents | Queen's Park Oval, Port of Spain | |
| Match 20, Sun, 30 Aug 4:30 | | Trinbago Knight Riders Jamaica Kingsmen | Queen's Park Oval, Port of Spain | |
| Match 21, Mon, 31 Aug 4:30 | | St Kitts and Nevis Patriots Antigua & Barbuda Falcons | Warner Park, Basseterre | |
| Match 22, Tue, 01 Sep 2:30 | | Trinbago Knight Riders Guyana Amazon Warriors | Queen's Park Oval, Port of Spain | |
| Match 23, Wed, 02 Sep 4:30 | | St Kitts and Nevis Patriots Barbados Tridents | Warner Park, Basseterre | |
| Match 24, Thu, 03 Sep 4:30 | | Trinbago Knight Riders Antigua & Barbuda Falcons | Queen's Park Oval, Port of Spain | |
| Match 25, Fri, 04 Sep 4:30 | | St Kitts and Nevis Patriots Saint Lucia Kings | Warner Park, Basseterre | |
| Match 26, Sat, 05 Sep 4:30 | | Guyana Amazon Warriors Jamaica Kingsmen | Guyana National Stadium, Guyana | |
| Match 27, Sun, 06 Sep 5:30 | | Barbados Tridents Trinbago Knight Riders | Kensington Oval, Bridgetown | |
| Match 28, Sun, 06 Sep 7:30 | | Guyana Amazon Warriors St Kitts and Nevis Patriots | Guyana National Stadium, Guyana | |
| Match 29, Mon, 07 Sep 4:30 | | Barbados Tridents Saint Lucia Kings | Kensington Oval, Bridgetown | |
| Match 30, Wed, 09 Sep 4:30 | | Guyana Amazon Warriors Antigua & Barbuda Falcons | Guyana National Stadium, Guyana | |
| Match 31, Thu, 10 Sep 4:30 | | Guyana Amazon Warriors Saint Lucia Kings | Guyana National Stadium, Guyana | |
| Match 32, Fri, 11 Sep 4:30 | | Barbados Tridents St Kitts and Nevis Patriots | Kensington Oval, Bridgetown | |
| Match 33, Sat, 12 Sep 4:30 | | Guyana Amazon Warriors Trinbago Knight Riders | Guyana National Stadium, Guyana | |
| Match 34, Sun, 13 Sep 5:30 | | Barbados Tridents Jamaica Kingsmen | Kensington Oval, Bridgetown | |
| Match 35, Mon, 14 Sep 4:30 | | Barbados Tridents Guyana Amazon Warriors | Kensington Oval, Bridgetown | |
| Eliminator, Thu, 17 Sep 4:30 | |  T.B.C. T.B.C. | Kensington Oval, Bridgetown | |
| Qualifier 1, Fri, 18 Sep 5:30 | | T.B.C. T.B.C. | Kensington Oval, Bridgetown | |
| Qualifier 2, Sat, 19 Sep 4:30 | | T.B.C. T.B.C. | Kensington Oval, Bridgetown | |
| Final, Mon, 21 Sep 4:30 | | T.B.C. T.B.C. | Kensington Oval, Bridgetown | |