| Date | Game | Venue | Result | Goal Scorers |
| 05/04/17 | Semi-finals: HVFC vs Tivoli Gardens FC | Constant Spring Field | FT: 1 – 1 Penalties: 8 – 9 (eliminated) |
FT: Jermaine Johnson (TGFC), Akeem Priestley (HVFC) |
| 17/12/14 | Quarterfinals: Boys’ Town FC vs HVFC | Barbican Field | FT: 0 – 0 Penalties: 2 – 4 |
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