Home History
| Barbados Premier League | 2019/04/07 01:00 | Porey Springs v Youth Milan | L | 6-0 |
| Barbados Premier League | 2019/03/30 23:00 | Notre Dame v Youth Milan | L | 5-1 |
| Barbados Premier League | 2019/03/16 21:02 | Paradise SC v Youth Milan | L | 10-0 |
| Barbados Premier League | 2019/03/09 22:55 | Youth Milan v Empire Club | L | 0-4 |
| Barbados Premier League | 2019/02/24 01:00 | St Andrew Lions v Youth Milan | L | 3-1 |
| Barbados Premier League | 2019/02/16 23:00 | Youth Milan v Ellerton FC | L | 1-4 |
| Barbados Premier League | 2019/02/10 01:01 | BDF Sport Programme v Youth Milan | L | 7-0 |
| Barbados Premier League | 2019/02/03 22:00 | Weymouth Wales v Youth Milan | L | 3-0 |
Away History
| Barbados Challenge Cup | 2017/06/19 00:00 | Wotton FC v Weymouth Wales | L | 0-6 |
| Barbados Challenge Cup | 2017/06/11 20:00 | Ellerton FC v Wotton FC | W | 2-5 |