Cup of Anguilla season 75
Cup of Anguilla
| Tournament | Season | Champion |
|---|---|---|
 Cup | 34 | Harogate |
| Cup | 33 | Harogate |
| Cup | 32 | Rey Hill |
| Cup | 31 | FC West Bay #4 |
| Cup | 30 | FC West Bay #4 |
| Cup | 29 | Rey Hill |
| Cup | 28 | Harogate |
| Cup | 27 | Harogate |
| Cup | 26 | Harogate |
| Cup | 25 | Rey Hill |
| Cup | 24 | Rey Hill |
| Cup | 23 | FC Bethel |
| Cup | 22 | Harogate |
| Cup | 21 | Harogate |
| Cup | 20 | Harogate |
| Cup | 19 | Harogate |
| Cup | 18 | Rey Hill |
| Cup | 17 | Rey Hill |
| Cup | 16 | Harogate |
| Cup | 15 | Harogate |
| Cup | 14 | Harogate |
| Cup | 13 | Harogate |
| Cup | 12 | Harogate |
| Cup | 11 | Harogate |
| Cup | 10 | Harogate |
The cup winner qualifies for North American League season 76 (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.