CFU CLUB CHAMPIONS CUP FIXTURES
| ROUND 1 | |||||
| Match | Date | Venue | Team A | vs | Team B |
| 1 | 18/03/2009 | Puerto Rico | Sevilla FC (PUR) | vs | GreenBay Hoppers (ATG) |
| 2 | 18/03/2009 | Dominica | 4D Ag. Centre Bath Estate (DMA) | vs | W. Connection FC (TRI) |
| 3 | 18/03/2009 | Haiti | Tempete FC (HAI) | vs | Alpha United (GUY) |
| 4 | 18/03/2009 | Aruba | SV Britannia (ARU) | vs | SA Cavaly (HAI) |
| 5 | 18/03/2009 | Curacao | CSD Barber (ANT) | vs | Inter Moengo Tapoe (SUR) |
| Match | Date | Venue | Team A | vs | Team B |
| 6 | 25/03/2009 | Antigua/Barbuda | GreenBay Hoppers (ATG) | vs | Sevilla FC (PUR) |
| 7 | 25/03/2009 | Trinidad/Tobago | W. Connection FC (TRI) | vs | 4D Ag.Centre Bath Estate (DMA) |
| 8 | 25/03/2009 | Guyana | Alpha United (GUY) | vs | Tempete FC (HAI) |
| 9 | 25/03/2009 | Haiti | SA Cavaly (HAI) | vs | SV Britannia (ARU) |
| 10 | 25/03/2009 | Suriname | Inter Moengo Tapoe (SUR) | vs | CSD Barber (ANT) |
| ROUND 2 | |||||
| Match | Date | Venue | Team A | vs | Team B |
| 11 | 13/04/2009 | Trinidad/Tobago | San Juan Jabloteh (TRI) | vs | Winner (InterMoengoTapoe vs CSD Barber |
| 12 | 13/04/2009 | TBA | Winner (GreenBay Hoppers vs Sevilla FC) | vs | Winner (Tempete vs Alpha United) |
| 13 | 13/04/2009 | TBA | Winner (W. Connection vs 4D Ag.Centre Bath Estate) | vs | Winner (SA Cavaly vs SV Britannia) |
| Match | Date | Venue | Team A | vs | Team B |
| 14 | 20/04/2009 | TBA | Winner (InterMoengoTapoe vs CSD Barber | vs | San Juan Jabloteh (TRI) |
| 15 | 20/04/2009 | TBA | Winner (Tempete vs Alpha United) | vs | Winner (GreenBay Hoppers vs Sevilla FC) |
| 16 | 20/04/2009 |
TBA | Winner (SA Cavaly vs SV Britannia) | vs | Winner (W. Connection vs 4D Ag.CentreBath Estate) |