| # | Mark | Runner | Date |
|---|---|---|---|
| 1 | 9:04.00 | Matthew LopezConnetquot | 2023 |
| 2 | 9:09.79 | Kevin BrownRocky Point | 2014 |
| 3 | 9:20.00 | Aj McKeownMiller Place | 2016 |
| 4 | 9:20.11 | Brian WersanSachem North | 2013 |
| 5 | 9:20.47 | Ryan HaunBayport-Blue Point | |
| 6 | 9:21.75 | Tom RuppelSachem East | 2014 |
| 7 | 9:22.89 | James O'BrienSt. John the Baptist | 2017 |
| 8 | 9:32.07 | Ryan GioeWalt Whitman | |
| 9 | 9:33.96 | Michael HerbertSmithtown West | |
| 10 | 9:35.00 | Justin BrittonBay Shore | 2015 |
| 11 | 9:35.83 | Brian MichelsPatchogue-Medford | 2017 |
| 12 | 9:37.82 | Christian RojasSt. John the Baptist | 2014 |
| 13 | 9:39.89 | Shane MartensenEast Islip | 2015 |
| 14 | 9:44.64 | Matthew HealySmithtown West | |
| 15 | 9:44.98 | Ryan PaganoWalt Whitman | |
| 16 | 9:46.62 | Nick MorfesiWest Babylon | 2015 |
| 17 | 9:50.99 | Tyler McGARVEYBabylon | 2015 |
| 18 | 9:51.71 | Nick DeLucaMount Sinai | 2018 |
| 19 | 9:55.78 | Dennis O'RourkeMattituck | 2018 |
| 20 | 9:56.37 | Adeel AzimMount Sinai | 2016 |
| 21 | 10:08.21 | Matthew GoidellSt. John the Baptist | 2015 |
| 22 | 10:09.95 | Knute ArmstrongStony Brook | 2016 |
| 23 | 10:16.37 | Evan McCrannLindenhurst | 2018 |
| 24 | 10:23.64 | Shane AcostaPatchogue-Medford | 2015 |
| 25 | 10:25.63 | Kevin CorriganSt. Anthony's | 2018 |
| 26 | 10:32.62 | John SuchoparConnetquot | 2015 |
| 27 | 10:44.34 | Greg RachmanJohn Glenn | 2017 |
| 28 | 10:47.43 | Michael LoSchiavoSachem North | 2014 |
