| Saturday, 06 September 2008 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 2 | - | 3 | Maresfield Village V | |
| Saturday, 13 September 2008 14:00
|
| Mid Sussex Football League Division 10 | East Grinstead Mavericks | 6 | - | 0 | Haywards Heath United | |
| Saturday, 20 September 2008 12:00
|
| Div 9/10 Cup | Haywards Heath United | 0 | - | 9 | United Services | |
| Saturday, 27 September 2008 16:15
|
| Mid Sussex Football League Division 10 | Ardingly III | 4 | - | 2 | Haywards Heath United | |
| Saturday, 04 October 2008 13:30
|
| Sussex Cobra Junior Cup | Haywards Heath United | 1 | - | 5 | Midway 1948 | |
| Saturday, 11 October 2008 14:00
|
| Mid Sussex Football League Division 10 | Rotherfield III | 2 | - | 0 | Haywards Heath United | |
| Saturday, 18 October 2008 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 1 | - | 9 | East Grinstead Mavericks | |
| Saturday, 01 November 2008 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 2 | - | 6 | Heath Rangers | |
| Saturday, 08 November 2008 14:00
|
| Mid Sussex Football League Division 10 | Hassocks Hornets | 7 | - | 2 | Haywards Heath United | |
| Saturday, 15 November 2008 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 1 | - | 2 | Ardingly III | |
| Saturday, 22 November 2008 14:00
|
| Mid Sussex Football League Division 10 | Lindfield V | 4 | - | 3 | Haywards Heath United | |
| Saturday, 20 December 2008 14:00
|
| Mid Sussex Football League Division 10 | United Services | 13 | - | 1 | Haywards Heath United | |
| Saturday, 31 January 2009 14:00
|
| Mid Sussex Football League Division 10 | Scaynes Hill III | 1 | - | 1 | Haywards Heath United | |
| Saturday, 21 February 2009 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 0 | - | 1 | Scaynes Hill III | |
| Saturday, 28 February 2009 14:00
|
| Mid Sussex Football League Division 10 | Maresfield Village V | 1 | - | 0 | Haywards Heath United | |
| Saturday, 07 March 2009 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 2 | - | 2 | Rotherfield III | |
| Saturday, 14 March 2009 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 0 | - | 1 | Fairwarp II | |
| Saturday, 21 March 2009 12:00
|
| Mid Sussex Football League Division 10 | Heath Rangers | 0 | - | 1 | Haywards Heath United | |
| Saturday, 28 March 2009 14:00
|
| Mid Sussex Football League Division 10 | Fairwarp II | 6 | - | 3 | Haywards Heath United | |
| Saturday, 18 April 2009 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 1 | - | 5 | Hassocks Hornets | |
| Saturday, 25 April 2009 14:00
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 1 | - | 2 | Lindfield V | |
| Wednesday, 06 May 2009 18:30
|
| Mid Sussex Football League Division 10 | Haywards Heath United | 1 | - | 4 | United Services | |
