Head-to-head
Aggregate
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 11 Oct 2025 | Grenada | 2–0 | Cuba | H | ITL · Friendly |
| 12 Oct 2018 | Grenada | 0–2 | Cuba | A | ITL · CONCACAF Nations League qualification |
| 05 Dec 2010 | Grenada | 0–1 | Cuba | A | ITL · CFU Caribbean Cup |
| 30 Nov 2010 | Cuba | 0–0 | Grenada | D | ITL · CFU Caribbean Cup |
| 11 Dec 2008 | Cuba | 2–2 | Grenada | D | ITL · CFU Caribbean Cup |
| 20 May 2004 | Cuba | 2–2 | Grenada | D | ITL · Friendly |