Cup of Anguilla season 50
Cup of Anguilla
| Tournament | Season | Champion |
|---|---|---|
 Cup | 60 | Rogue Bliss |
| Cup | 59 | Rogue Bliss |
| Cup | 58 | FC West Bay #4 |
| Cup | 57 | FC West Bay #4 |
| Cup | 56 | Rogue Bliss |
| Cup | 55 | Rogue Bliss |
| Cup | 54 | Rogue Bliss |
| Cup | 53 | Rogue Bliss |
| Cup | 52 | Rogue Bliss |
| Cup | 51 | FC The Farrington #2 |
| Cup | 50 | Rogue Bliss |
| Cup | 49 | FC The Farrington #2 |
| Cup | 48 | Rogue Bliss |
| 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 | Rogue Bliss |
| Cup | 36 | Rey Hill |
The cup winner qualifies for North American League season 51 (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.