Home History
| Barbados Premier League | 2018/12/10 00:00 | Youth Milan v St Andrew Lions | W | 1-0 |
| Barbados Premier League | 2018/12/02 22:00 | Youth Milan v BDF Sport Programme | L | 0-1 |
| Barbados Premier League | 2018/11/28 01:00 | Ellerton FC v Youth Milan | W | 1-2 |
| Barbados Premier League | 2018/11/04 22:03 | Empire Club v Youth Milan | L | 2-0 |
| Barbados Premier League | 2018/10/23 22:58 | Youth Milan v Paradise SC | D | 1-1 |
Away History
| Barbados Premier League | 2018/12/09 01:02 | UWI Blackbirds v Brittons Hill | W | 3-0 |
| Barbados Premier League | 2018/11/25 20:03 | UWI Blackbirds v Porey Springs | D | 2-2 |
| Barbados Premier League | 2018/11/21 01:04 | UWI Blackbirds v Weymouth Wales | D | 1-1 |
| Barbados Premier League | 2018/10/28 20:02 | UWI Blackbirds v Barbados Soccer Academy | L | 1-2 |
| Barbados Premier League | 2018/10/21 22:00 | UWI Blackbirds v Notre Dame | L | 1-2 |
| Barbados Premier League | 2018/07/08 22:03 | Paradise SC v UWI Blackbirds | W | 2-3 |
| Barbados Premier League | 2018/07/02 00:00 | UWI Blackbirds v Weymouth Wales | L | 0-1 |
| Barbados Challenge Cup | 2018/06/28 01:00 | Brittons Hill v UWI Blackbirds | L | 4-1 |