| # | Mark | Runner | Date |
|---|---|---|---|
| 1 | 4:45.89 | Thomas LouroSt. Anthony's | 2009 |
| 2 | 4:51.11 | Joseph RussSt. Anthony's | 2009 |
| 3 | 4:56.04 | Luciano FioreBay Shore | 2009 |
| 4 | 5:23.33 | Kevin SolarSt. Anthony's | 2009 |
| 5 | 5:30.02 | Thomas SullivanMattituck | 2009 |
| 6 | 5:33.55 | Brandon KhourySt. John the Baptist | 2009 |
| 7 | 5:45.57 | Louis SantelliSt. Anthony's | 2009 |
| 8 | 5:48.81 | Luke McCoySt. John the Baptist | 2009 |
| 9 | 5:50.94 | Chris WhalenIslip | 2009 |
| 10 | 5:53.47 | Kyle CrescenzoSt. John the Baptist | 2009 |
| 11 | 5:56.27 | Christopher CoadySt. Anthony's | 2009 |
| 12 | 5:59.32 | Thomas BerrySt. John the Baptist | 2009 |
| 13 | 6:00.89 | Fred HoffmannSt. John the Baptist | 2009 |
| 14 | 6:31.95 | Nicholas MartinoSt. Anthony's | 2009 |
| 15 | 6:32.40 | Michael JonesSt. John the Baptist | 2009 |
| 16 | 6:35.32 | Michael BakosSt. John the Baptist | 2009 |
| 17 | 6:43.66 | Anthony CarpinSt. John the Baptist | 2009 |
| 18 | 6:48.34 | Alec GiufurtaSouthampton | 2009 |
