Away History
| Barbados - Supercup | 2019/09/24 22:59 | Paradise SC v Youth Milan | L | 4-3 |
| Barbados - Supercup | 2019/09/15 22:00 | Youth Milan v Wotton FC | W | 4-1 |
| Barbados - Premier League | 2019/05/02 23:04 | Weymouth Wales v Youth Milan | L | 10-0 |
| Barbados - Premier League | 2019/04/23 23:00 | Youth Milan v Barbados Soccer Academy | L | 1-2 |
| 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 |