Anguilla | Gold Cup | Competitions
| Season | 1 | 2 | 3 | G | W‑D‑L | GF‑GA | Reached |
|---|---|---|---|---|---|---|---|
| 2017 | 0‑7 | 0‑4 | 2 | 0‑0‑2 | 0‑11 | Did not qualify | |
| 2015 | 0‑6 | 0‑4 | 0‑10 | 3 | 0‑0‑3 | 0‑20 | Did not qualify |
| 2013 | 0‑2 | 1‑4 | 0‑10 | 3 | 0‑0‑3 | 1‑16 | Did not qualify |
| 2011 | 1‑3 | 1‑4 | 2‑1 | 3 | 1‑0‑2 | 4‑8 | Did not qualify |
| 2009 | 1‑3 | 1‑3 | 2 | 0‑0‑2 | 2‑6 | Did not qualify | |
| 2007 | 3‑5 | 1‑6 | 1‑7 | 3 | 0‑0‑3 | 5‑18 | Did not qualify |
| 2002 | 4‑1 | 1‑3 | 2 | 1‑0‑1 | 5‑4 | Did not qualify | |
| 1998 | 0‑3 | 2‑4 | 0‑5 | 3 | 0‑0‑3 | 2‑12 | Did not qualify |
| 1996 | 2‑3 | 0‑1 | 2 | 0‑0‑2 | 2‑4 | Did not qualify | |
| 1993 | 0‑4 | 0‑1 | 2 | 0‑0‑2 | 0‑5 | Did not qualify | |
| 1991 | 1‑1 | 0‑6 | 2 | 0‑1‑1 | 1‑7 | Did not qualify | |
| Anguilla seasons in World Cup. Home games in bold. Neutral-site matches in italics. | |||||||