SEASON 2017/2018
First Round
| COWES SPORTS | 6-0 | Shaklin |
| EAST COWES VICS | 2-0 | Northwood St Johns |
| West Wight | 1-0 | NEWPORT IoW |
| Whitecroft & Barton Sports | 4-1 | E.C.S. |
Semi Final
| COWES SPORTS | 4-3 | EAST COWES VICS |
| West Wight | 1-0 | Whitecroft & Barton Sports |
Final (12.05.18 at Newport F.C. 15.00)
| COWES SPORTS | 4-1 | West Wight |