| # | Mark | Runner | Date |
|---|---|---|---|
| 1 | 5:10.16 | Kelsey BaradziChaminade | 2009 |
| 2 | 5:12.71 | Giuseppe ChiaraChaminade | 2009 |
| 3 | 5:14.09 | Kyle BaradziChaminade | 2009 |
| 4 | 5:14.54 | John VulloChaminade | 2009 |
| 5 | 5:15.35 | Bernard FennesseyKellenberg | 2009 |
| 6 | 5:22.64 | Philip RussoSaint Mary's | 2009 |
| 7 | 5:25.79 | Sean ButlerChaminade | 2009 |
| 8 | 5:40.05 | Michael DeMeoSt. Dominic's | 2009 |
| 9 | 5:41.92 | Liam VitaSaint Mary's | 2009 |
| 10 | 5:58.71 | Grant MacinaChaminade | 2009 |
| 11 | 6:09.85 | John O'GradyKellenberg | 2009 |
| 12 | 6:14.54 | Andrew HawkinsKellenberg | 2009 |
| 13 | 6:26.20 | Jameson HensenChaminade | 2009 |
| 14 | 6:38.21 | Mark CampierKellenberg | 2009 |
| 15 | 6:39.45 | John PompayKellenberg | 2009 |
| 16 | 6:50.88 | Aidan KrimChaminade | 2009 |
| 17 | 7:02.61 | Dwight ParkerSaint Mary's | 2009 |
| 18 | 7:19.70 | Brian RodriguezSeaford | 2009 |
