Montserrat | Gold Cup | Competitions
| Season | 1 | 2 | 3 | 4 | G | W‑D‑L | GF‑GA | Reached |
|---|---|---|---|---|---|---|---|---|
| 2021 | 1‑6 | 1 | 0‑0‑1 | 1‑6 | Did not qualify | |||
| 2015 | 1‑0 | 0‑0 | 2 | 1‑1‑0 | 1‑0 | Did not qualify | ||
| 2013 | 1‑7 | 0‑5 | 7‑0 | 3 | 1‑0‑2 | 8‑12 | Did not qualify | |
| 2011 | 0‑7 | 0‑5 | 0‑4 | 3 | 0‑0‑3 | 0‑16 | Did not qualify | |
| 2005 | 1‑6 | 4‑5 | 0‑3 | 3 | 0‑0‑3 | 5‑14 | Did not qualify | |
| 2002 | 1‑3 | 1‑4 | 2 | 0‑0‑2 | 2‑7 | Did not qualify | ||
| 2000 | 1‑3 | 0‑3 | 2 | 0‑0‑2 | 1‑6 | Did not qualify | ||
| 1996 | 3‑2 | 1‑0 | 0‑9 | 0‑11 | 4 | 2‑0‑2 | 4‑22 | Did not qualify |
| 1991 | 0‑3 | 1‑1 | 2 | 0‑1‑1 | 1‑4 | Did not qualify | ||
| Montserrat seasons in World Cup. Home games in bold. Neutral-site matches in italics. | ||||||||