 | Caribbean Club Shield 2019 |  |
Final
 | 15.04.2019 20:00 |  | Robin Hood | – | Club Franciscain |  | 1:0 (1:0) |
Willemstad | |||||||
Semifinal
| 13.04.2019 20:00 |  | Jong Holland | – | Club Franciscain | | 2:4 (1:1) |
Willemstad | |||||||
| 13.04.2019 17:30 |  | Weymouth Wales FC | – | Robin Hood | | 0:3 (0:2) |
Willemstad | |||||||
Quarterfinal
| 11.04.2019 20:00 | | Club Franciscain | – | Hoppers |  | 1:0 (0:0) |
Willemstad | |||||||
| 11.04.2019 20:00 |  | Moulien | – | Jong Holland | | 0:3 (0:1) |
Willemstad | |||||||
| 11.04.2019 17:30 |  | Santiago de Cuba | – | Weymouth Wales FC | | 0:2 (0:1) |
Willemstad | |||||||
| 11.04.2019 17:30 |  | Village Superstars | – | Robin Hood | | 1:1 (1:0), pen. 3:4 |
Willemstad | |||||||
Consolation matches
| 11.04.2019 15:00 | | Real Rincon | – | Platinum |  | 2:4 (0:2) |
Willemstad | |||||||
| 11.04.2019 15:00 |  | Scholars International | – | Dakota |  | 1:2 (0:2) |
Willemstad | |||||||
Group A
| Club | G | W | D | L | F-A | P | |||
| 1. | | Santiago de Cuba | 3 | 1 | 2 | 0 | 4 - 0 | 5 | |
| 2. | | Jong Holland | 3 | 1 | 2 | 0 | 1 - 0 | 5 | |
| 3. | | Scholars International | 3 | 1 | 1 | 1 | 2 - 1 | 4 | |
| 4. |  | Fruta Conquerors | 3 | 0 | 1 | 2 | 0 - 6 | 1 | |
| 09.04.2019 20:00 | | Jong Holland | – | Scholars International | | 1:0 (1:0) |
Willemstad | |||||||
| 09.04.2019 20:00 | | Santiago de Cuba | – | Fruta Conquerors | | 4:0 (2:0) |
Willemstad | |||||||
| 07.04.2019 20:00 | | Fruta Conquerors | – | Jong Holland | | 0:0 |
Willemstad | |||||||
| 07.04.2019 20:00 | | Santiago de Cuba | – | Scholars International | | 0:0 |
Willemstad | |||||||
| 05.04.2019 20:00 | | Jong Holland | – | Santiago de Cuba | | 0:0 |
Willemstad | |||||||
| 05.04.2019 15:00 | | Scholars International | – | Fruta Conquerors | | 2:0 (1:0) |
Willemstad | |||||||
Group B
| 09.04.2019 17:30 | | Weymouth Wales FC | – | Real Rincon | | 1:0 (0:0) |
Willemstad | |||||||
| 07.04.2019 17:30 | | Real Rincon | – | Moulien | | 0:1 (0:0) |
Willemstad | |||||||
| 05.04.2019 17:30 | | Weymouth Wales FC | – | Moulien | | 0:1 (0:1) |
Willemstad | |||||||
Group C
| 09.04.2019 15:00 | | Hoppers | – | Platinum | | 5:2 (0:2) |
Willemstad | |||||||
| 07.04.2019 15:00 | | Platinum | – | Village Superstars | | 1:2 (0:2) |
Willemstad | |||||||
| 05.04.2019 17:30 | | Hoppers | – | Village Superstars | | 1:2 (1:1) |
Willemstad | |||||||
Group D
| 09.04.2019 17:30 | | Club Franciscain | – | Dakota | | 1:1 (0:1) |
Willemstad | |||||||
| 07.04.2019 17:30 | | Dakota | – | Robin Hood | | 1:4 (1:1) |
Willemstad | |||||||
| 05.04.2019 20:00 | | Club Franciscain | – | Robin Hood | | 3:1 (2:0) |
Willemstad | |||||||
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