| Julian H Summerfield | D | 2020-04-23 | Solihull 2 v Isle of Wight | WMA Spring League Division 2 |
| Julian H Summerfield | D | 2020-04-23 | Solihull 2 v Isle of Wight | WMA Spring League Division 2 |
| Tim A Lane | L | 2020-04-30 | Isle of Wight v South Birmingham 2 | WMA Spring League Division 2 |
| Tim A Lane | L | 2020-04-30 | Isle of Wight v South Birmingham 2 | WMA Spring League Division 2 |
| Arnold G Kirkland | W | 2020-05-07 | Worcester 2 v Isle of Wight | WMA Spring League Division 2 |
| Arnold G Kirkland | W | 2020-05-07 | Worcester 2 v Isle of Wight | WMA Spring League Division 2 |
| Jaspar Goodall | L | 2020-05-14 | Isle of Wight v Warwick University | WMA Spring League Division 2 |
| Jaspar Goodall | L | 2020-05-14 | Isle of Wight v Warwick University | WMA Spring League Division 2 |
| Saket Singhal | W | 2020-05-21 | Mutual Circle v Isle of Wight | WMA Spring League Division 2 |
| Saket Singhal | W | 2020-05-21 | Mutual Circle v Isle of Wight | WMA Spring League Division 2 |
| John Foxall | W | 2020-06-04 | Isle of Wight v Stourbridge 1 | WMA Spring League Division 2 |
| John Foxall | L | 2020-06-04 | Isle of Wight v Stourbridge 1 | WMA Spring League Division 2 |
| Mike J Johnson | D | 2020-06-11 | Coventry Chess v Isle of Wight | WMA Spring League Division 2 |
| Mike J Johnson | D | 2020-06-11 | Coventry Chess v Isle of Wight | WMA Spring League Division 2 |
| Peter J R Oliver | W | 2020-06-18 | Isle of Wight v Sutton Coldfield 2 | WMA Spring League Division 2 |
| Peter J R Oliver | W | 2020-06-18 | Isle of Wight v Sutton Coldfield 2 | WMA Spring League Division 2 |
| Tony Shaw | W | 2020-08-13 | Isle of Wight v Worcester 2 | WMA Summer League Division 2 |
| Tony Shaw | W | 2020-08-13 | Isle of Wight v Worcester 2 | WMA Summer League Division 2 |
| Julian H Summerfield | D | 2020-08-20 | Solihull 2 v Isle of Wight | WMA Summer League Division 2 |
| Julian H Summerfield | D | 2020-08-20 | Solihull 2 v Isle of Wight | WMA Summer League Division 2 |
| Mike J Johnson | W | 2020-08-27 | Isle of Wight v Coventry Chess | WMA Summer League Division 2 |
| Mike J Johnson | D | 2020-08-27 | Isle of Wight v Coventry Chess | WMA Summer League Division 2 |
| Joseph Dance | W | 2020-09-03 | Greenlands 2 v Isle of Wight | WMA Summer League Division 2 |
| Joseph Dance | D | 2020-09-03 | Greenlands 2 v Isle of Wight | WMA Summer League Division 2 |
| James E O'Dell | L | 2020-09-10 | Kidderminster v Isle of Wight | WMA Summer League Division 2 |
| James E O'Dell | D | 2020-09-10 | Kidderminster v Isle of Wight | WMA Summer League Division 2 |
| Anthony J Green | D | 2020-09-17 | Isle of Wight v Lichfield | WMA Summer League Division 2 |
| Anthony J Green | W | 2020-09-17 | Isle of Wight v Lichfield | WMA Summer League Division 2 |
| Oluwole Ogeleye | W | 2020-09-24 | Mutual Circle v Isle of Wight | WMA Summer League Division 2 |
| Oluwole Ogeleye | W | 2020-09-24 | Mutual Circle v Isle of Wight | WMA Summer League Division 2 |
| Jeremy Humphries | W | 2020-10-01 | Isle of Wight v Stourbridge | WMA Summer League Division 2 |
| Jeremy Humphries | W | 2020-10-01 | Isle of Wight v Stourbridge | WMA Summer League Division 2 |
| Steven Mildenhall | W | 2020-10-08 | Sutton Coldfield 2 v Isle of Wight | WMA Summer League Division 2 |
| Steven Mildenhall | W | 2020-10-08 | Sutton Coldfield 2 v Isle of Wight | WMA Summer League Division 2 |
| Clive E Billinge | W | 2021-02-04 | Isle of Wight 1 v Kidderminster 1 | WMA Autumn League Division 2 |
| Clive E Billinge | W | 2021-02-04 | Isle of Wight 1 v Kidderminster 1 | WMA Autumn League Division 2 |
| Steve Shaw | D | 2021-04-29 | Longbridge 2 v Isle of Wight 1 | WMA Spring League Division 2 |
