Cup of Jamaica season 57
Cup of Jamaica
| Tournament | Season | Champion |
|---|---|---|
 Cup | 83 | Negril Beach |
| Cup | 82 | Negril Beach |
| Cup | 81 | Negril Beach |
| Cup | 80 | Negril Beach |
| Cup | 79 | Negril Beach |
| Cup | 78 | Negril Beach |
| Cup | 77 | Negril Beach |
| Cup | 76 | Negril Beach |
| Cup | 75 | Negril Beach |
| Cup | 74 | FC Portmore #2 |
| Cup | 73 | Negril Beach |
| Cup | 72 | Negril Beach |
| Cup | 71 | Negril Beach |
| Cup | 70 | Negril Beach |
| Cup | 69 | Negril Beach |
| Cup | 68 | Negril Beach |
| Cup | 67 | Negril Beach |
| Cup | 66 | FC Kingston #4 |
| Cup | 65 | FC Kingston #4 |
| Cup | 64 | Negril Beach |
| Cup | 63 | Negril Beach |
| Cup | 62 | Negril Beach |
| Cup | 61 | FC Kingston #4 |
| Cup | 60 | Negril Beach |
| Cup | 59 | Kingston Wolves FC |
The cup winner qualifies for North American League season 58 (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.