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| Sep 01 • 01:00 | Jamaica Tallawahs |  | - |  | St Kitts and Nevis Patriots |
by 47 runs |
| Sep 01 • 16:00 | St Lucia Kings |  | - |  | Trinbago Knight Riders |
by 3 wickets |
| Sep 02 • 01:00 | St Kitts and Nevis Patriots | | - |  | Barbados Royals |
by 7 wickets |
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| Sep 03 • 16:00 | Jamaica Tallawahs | | - |  | Guyana Amazon Warriors |
by 4 wickets |
| Sep 04 • 01:00 | Trinbago Knight Riders | | - | | St Kitts and Nevis Patriots | tied / no result |
| Sep 04 • 16:00 | Barbados Royals | | - | | St Lucia Kings |
by 11 runs |
| Sep 05 • 01:00 | St Kitts and Nevis Patriots | | - | | Guyana Amazon Warriors | tied / no result |
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| Sep 07 • 16:00 | Barbados Royals | | - | | Trinbago Knight Riders |
by 80 runs |
| Sep 08 • 01:00 | St Lucia Kings | | - | | Jamaica Tallawahs |
by 2 wickets |
| Sep 08 • 16:00 | Guyana Amazon Warriors | | - | | St Kitts and Nevis Patriots |
by 4 wickets |
| Sep 09 • 01:00 | St Lucia Kings | | - | | Barbados Royals |
by 6 wickets |
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| Sep 10 • 16:00 | Jamaica Tallawahs | | - | | Trinbago Knight Riders |
by 34 runs |
| Sep 11 • 01:00 | St Lucia Kings | | - | | Guyana Amazon Warriors |
by 6 wickets |
| Sep 11 • 16:00 | Jamaica Tallawahs | | - | | Barbados Royals |
by 8 wickets |
| Sep 12 • 01:00 | St Lucia Kings | | - | | St Kitts and Nevis Patriots |
by 61 runs |
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| Sep 14 • 01:00 | Trinbago Knight Riders | | - | | Barbados Royals |
by 8 wickets |
| Sep 14 • 16:00 | Jamaica Tallawahs | | - | | St Kitts and Nevis Patriots |
by 8 wickets |
| Sep 15 • 01:00 | Trinbago Knight Riders | | - | | Guyana Amazon Warriors |
by 26 runs |
| Sep 15 • 16:00 | Barbados Royals | | - | | Jamaica Tallawahs |
by 6 runs |
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| Sep 17 • 16:00 | St Kitts and Nevis Patriots | | - | | St Lucia Kings |
by 49 runs |
| Sep 18 • 01:00 | Trinbago Knight Riders | | - | | Jamaica Tallawahs |
by 4 wickets |
| Sep 18 • 16:00 | Barbados Royals | | - | | Guyana Amazon Warriors |
by 29 runs |
| Sep 19 • 01:00 | Trinbago Knight Riders | | - | | St Lucia Kings |
by 1 runs |
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| Sep 21 • 16:00 | Barbados Royals | | - | | St Kitts and Nevis Patriots |
by 36 runs |
| Sep 22 • 01:00 | Guyana Amazon Warriors | | - | | Jamaica Tallawahs |
by 12 runs |
| Sep 22 • 16:00 | Trinbago Knight Riders | | - | | St Kitts and Nevis Patriots |
by 7 runs |
| Sep 23 • 01:00 | Guyana Amazon Warriors | | - | | St Lucia Kings |
by 6 wickets |
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| Sep 25 • 01:00 | Guyana Amazon Warriors | | - | | Trinbago Knight Riders |
by 37 runs |
| Sep 25 • 16:00 | Jamaica Tallawahs | | - | | St Lucia Kings | tied / no result |
| Sep 26 • 01:00 | Guyana Amazon Warriors | | - | | Barbados Royals |
by 5 wickets |
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| Sep 27 • 16:00 | Barbados Royals | | - | | Guyana Amazon Warriors |
by 87 runs |
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| Sep 28 • 01:00 | St Lucia Kings | | - | | Jamaica Tallawahs |
by 33 runs |
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| Sep 29 • 01:00 | Guyana Amazon Warriors | | - | | Jamaica Tallawahs |
by 37 runs |
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| Oct 01 • 01:00 | Barbados Royals | | - | | Jamaica Tallawahs |
by 8 wickets |
