Thursday 12 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 2h30 |   Los Angeles Galaxy vs Mount Pleasant Academy | 3 - 0 | CONCACAF Champions League Stage : Round of 16 | Dignity Health Sports Park |
Friday 20 March
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 0h00 | Mount Pleasant Academy vs Los Angeles Galaxy | 0 - 3 | CONCACAF Champions League Stage : Round of 16 | Draxhall Sports Complex |
Tuesday 28 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 18h30 |  Mount Pleasant Academy vs Weymouth Wales | 1 - 0 | CONCACAF Caribbean Club Shield Stage : Quarter-final | - |
Friday 31 July
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 18h30 |  Mount Pleasant Academy vs Robin Hood | 3 - 1 | CONCACAF Caribbean Club Shield Stage : Semi-final | - |
Sunday 2 August
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 21h00 |  Mount Pleasant Academy vs Delfines Del Este | 1 - 0 | CONCACAF Caribbean Club Shield Stage : Final | - |
Tuesday 18 August
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 23h00 |  Mount Pleasant Academy vs Cibao | 1 - 2 | CONCACAF Caribbean Club Championship Group Stage Stage : MD2 | - |
Thursday 3 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 1h00 |  Salcedo vs Mount Pleasant Academy | 1 - 1 | CONCACAF Caribbean Club Championship Group Stage Stage : MD3 | - |
Thursday 10 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 0h00 |  Portmore United vs Mount Pleasant Academy | 0 - 1 | CONCACAF Caribbean Club Championship Group Stage Stage : MD4 | - |
Friday 18 September
| Time | Match | Score | Competition | Stadium |
|---|---|---|---|---|
| 0h00 |  Mount Pleasant Academy vs Cavalier | - | CONCACAF Caribbean Club Championship Group Stage Stage : MD5 | - |