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Date | Home | vs | Away | Score(s) | Match Report |
| 13 September 2009 | Snodland Nomads Under 14s | vs | Iwade Herons Under 14s | 1-3 | match report> |
| 20 September 2009 | Bearsted Under 14's | vs | Iwade Herons Under 14s | 3-1 | match report> |
| 04 October 2009 | Iwade Herons Under 14s | vs | Longfield Tigers Under 14s | - | |
| 11 October 2009 | Iwade Herons Under 14s | vs | Aylesford Under 14's | 0-1 | match report> |
| 22 November 2009 | Kingshill Under 14s | vs | Iwade Herons Under 14s | 0-1 | match report> |
| 14 February 2010 | Barming Blues Under 14s | vs | Iwade Herons Under 14s | 1-1 | match report> |
| 21 February 2010 | Snodland Nomads Under 14s | vs | Iwade Herons Under 14s | 1-5 | match report> |
| 07 March 2010 | Swale Magpie Colts Under 14s | vs | Iwade Herons Under 14s | 0-1 | match report> |
| 07 March 2010 | Swale Magpie Colts Under 14s | vs | Iwade Herons Under 14s | 3-0 | match report> |
| 14 March 2010 | Chatham Town Under 14s | vs | Iwade Herons Under 14s | 0-1 | match report> |
| 14 March 2010 | Chatham Town Under 14s | vs | Iwade Herons Under 14s | 2-0 | match report> |
| 21 March 2010 | Iwade Herons Under 14s | vs | Coxheath and Farleigh Under 14s | 2-0 | match report> |
| 21 March 2010 | Iwade Herons Under 14s | vs | Coxheath and Farleigh Under 14s | 3-2 | match report> |
| 11 April 2010 | Iwade Herons Under 14s | vs | Barming Blues Under 14s | 1-2 | match report> |
| 18 April 2010 | Longfield Tigers Under 14s | vs | Iwade Herons Under 14s | 1-1 | match report> |
| 25 April 2010 | Iwade Herons Under 14s | vs | Bearsted Under 14's | 1-1 | match report> |
