| 04 Oct 1996 | Zone A | Guyana v Barbados | Georgetown Cricket Club, Georgetown | Results |
| 04 Oct 1996 | Zone B | Jamaica v Canada | Jarrett Park, Montego Bay | Results |
| 04 Oct 1996 | Zone B | Leeward Islands v Trinidad and Tobago | Chedwin Park, Spanish Town | Results |
| 04 Oct 1996 | Zone A | Windward Islands v Bermuda | Enmore Recreation Ground, Enmore | Results |
| 05 Oct 1996 | Zone A | Barbados v Bermuda | Enmore Recreation Ground, Enmore | Results |
| 05 Oct 1996 | Zone A | Guyana v Windward Islands | Georgetown Cricket Club, Georgetown | Results |
| 06 Oct 1996 | Zone B | Jamaica v Leeward Islands | Sabina Park, Kingston | Results |
| 06 Oct 1996 | Zone B | Trinidad and Tobago v Canada | Jarrett Park, Montego Bay | Results |
| 08 Oct 1996 | Zone A | Barbados v Windward Islands | Kayman Sankar Cricket Ground, Hampton Court | Results |
| 08 Oct 1996 | Zone A | Guyana v Bermuda | Georgetown Cricket Club, Georgetown | Results |
| 08 Oct 1996 | Zone B | Jamaica v Trinidad and Tobago | Kaiser Sports Club, Discovery Bay | Results |
| 08 Oct 1996 | Zone B | Leeward Islands v Canada | Sabina Park, Kingston | Results |
| 10 Oct 1996 | Zone A | Barbados v Bermuda | Georgetown Cricket Club, Georgetown | Results |
| 10 Oct 1996 | Zone A | Guyana v Windward Islands | Kayman Sankar Cricket Ground, Hampton Court | Results |
| 10 Oct 1996 | Zone B | Jamaica v Leeward Islands | Kaiser Sports Club, Discovery Bay | Results |
| 10 Oct 1996 | Zone B | Trinidad and Tobago v Canada | Sabina Park, Kingston | Results |
| 12 Oct 1996 | Zone A | Guyana v Barbados | Blairmont Sports Club Ground, Blairmont | Results |
| 12 Oct 1996 | Zone B | Jamaica v Canada | Chedwin Park, Spanish Town | Results |
| 12 Oct 1996 | Zone B | Leeward Islands v Trinidad and Tobago | Sabina Park, Kingston | Results |
| 12 Oct 1996 | Zone A | Windward Islands v Bermuda | Albion Sports Complex, Albion | Results |
| 13 Oct 1996 | Zone A | Barbados v Windward Islands | Blairmont Sports Club Ground, Blairmont | Results |
| 13 Oct 1996 | Zone A | Guyana v Bermuda | Albion Sports Complex, Albion | Results |
| 13 Oct 1996 | Zone B | Jamaica v Trinidad and Tobago | Sabina Park, Kingston | Results |
| 13 Oct 1996 | Zone B | Leeward Islands v Canada | Chedwin Park, Spanish Town | Results |
| 19 Oct 1996 | Final | Guyana v Trinidad and Tobago | Georgetown Cricket Club, Georgetown | Results |
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