| Saturday, 05 September 2009 14:00
|
| Mid Sussex Football League Division 9 | United Services | 3 | - | 2 | Plumpton Athletic II | |
| Saturday, 12 September 2009 14:00
|
| Mid Sussex Football League Division 9 | Scaynes Hill II | 0 | - | 1 | Plumpton Athletic II | |
| Saturday, 19 September 2009 14:00
|
| Mid Sussex Football League Division 9 | Plumpton Athletic II | 1 | - | 2 | Maresfield Village IV | |
| Saturday, 26 September 2009 13:30
|
| Parsons Challenge Cup | Plumpton Athletic II | 3 | - | 0 | Maresfield Village IV | |
| Saturday, 03 October 2009 14:00
|
| Mid Sussex Football League Division 9 | Plumpton Athletic II | 4 | - | 3 | Handcross Village II | |
| Saturday, 10 October 2009 14:00
|
| Mid Sussex Football League Division 9 | Cuckfield Rangers II | 1 | - | 1 | Plumpton Athletic II | |
| Saturday, 17 October 2009 13:30
|
| Tester Cup | Plumpton Athletic II | 5 | - | 1 | Heath Rangers | |
| Saturday, 24 October 2009 14:00
|
| Mid Sussex Football League Division 9 | East Grinstead Mavericks | 1 | - | 3 | Plumpton Athletic II | |
| Saturday, 31 October 2009 14:00
|
| Mid Sussex Football League Division 9 | Plumpton Athletic II | 1 | - | 2 | Copthorne III | |
| Saturday, 07 November 2009 14:00
|
| Mid Sussex Football League Division 9 | Wivelsfield Green II | 2 | - | 3 | Plumpton Athletic II | |
| Saturday, 21 November 2009 14:00
|
| Mid Sussex Football League Division 9 | Maresfield Village IV | | - | | Plumpton Athletic II | |
| Saturday, 28 November 2009 14:00
|
| Mid Sussex Football League Division 9 | Lindfield IV | | - | | Plumpton Athletic II | |
