Cup of Anguilla season 56
Cup of Anguilla
| Tournament | Season | Champion |
|---|---|---|
 Cup | 59 | Nyctophobia |
| Cup | 58 | FC West Bay #4 |
| Cup | 57 | FC West Bay #4 |
| Cup | 56 | Nyctophobia |
| Cup | 55 | Nyctophobia |
| Cup | 54 | Nyctophobia |
| Cup | 53 | Nyctophobia |
| Cup | 52 | Nyctophobia |
| Cup | 51 | FC The Farrington #2 |
| Cup | 50 | Nyctophobia |
| Cup | 49 | FC The Farrington #2 |
| Cup | 48 | Nyctophobia |
| Cup | 47 | FC The Farrington #2 |
| Cup | 46 | FC West Bay #4 |
| Cup | 45 | FC West Bay #4 |
| Cup | 44 | FC West Bay #4 |
| Cup | 43 | FC West Bay #4 |
| Cup | 42 | FC West Bay #4 |
| Cup | 41 | FC West Bay #4 |
| Cup | 40 | FC West Bay #4 |
| Cup | 39 | FC West Bay #4 |
| Cup | 38 | FC West Bay #4 |
| Cup | 37 | Nyctophobia |
| Cup | 36 | Rey Hill |
| Cup | 35 | Harogate |
The cup winner qualifies for North American League season 57 (Qualifying Round 3)
If the cup winner qualified for the champions league then the cup ticket goes to the best team in the league that doesn't qualify for the champions league.