| 1 | 4:51.44 | Maxwell CollinsChaminade | Chaminade '15 | NSCHSAA League Championships | 2010 |
| 2 | 5:04.03 | Kevin FerrymanChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 3 | 5:14.52 | Patrick SimonsChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 4 | 5:16.31 | Edward DaubelChaminade | Chaminade '18 | NSCHSAA League Championships | 2012 |
| 5 | 5:20.15 | Sean ButlerChaminade | Chaminade '15 | NSCHSAA League Championships | 2010 |
| 6 | 5:23.84 | Brendan HinesChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 7 | 5:24.67 | Philip RussoSaint Mary's | Saint Mary's '28 | NSCHSAA League Championships | 2010 |
| 8 | 5:28.04 | Andrew LeeGreat Neck South | Great Neck South '26 | NSCHSAA League Championships | 2012 |
| 9 | 5:28.63 | Michael SiegerKellenberg | Kellenberg '16 | NSCHSAA League Championships | 2010 |
| 10 | 5:29.08 | Sean WoslegerChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 11 | 5:29.49 | John StrianoChaminade | Chaminade '15 | NSCHSAA League Championships | 2010 |
| 12 | 5:34.43 | Seamus GrahamKellenberg | Kellenberg '18 | NSCHSAA League Championships | 2012 |
| 13 | 5:35.18 | Donovan MahonChaminade | Chaminade '17 | NSCHSAA League Championships | 2012 |
| 14 | 5:38.52 | Jameson HensenChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 15 | 5:43.69 | Christopher StrzelinskiChaminade | Chaminade '17 | NSCHSAA League Championships | 2012 |
| 16 | 5:44.01 | Matthew LallyChaminade | Chaminade '19 | NSCHSAA League Championships | 2012 |
| 17 | 5:45.59 | Carl CapassoKellenberg | Kellenberg '17 | NSCHSAA League Championships | 2012 |
| 18 | 5:48.56 | Brian WillmanChaminade | Chaminade '19 | NSCHSAA League Championships | 2012 |
| 19 | 5:51.76 | Brendan FitzgeraldKellenberg | Kellenberg '18 | NSCHSAA League Championships | 2012 |
| 20 | 5:53.56 | Joseph PenaVal Stream North | Val Stream North | NSCHSAA League Championships | 2012 |
| 21 | 6:05.59 | Jonathan PalmeriChaminade | Chaminade '18 | NSCHSAA League Championships | 2012 |
| 22 | 6:08.93 | Jeremy CapuderKellenberg | Kellenberg '17 | NSCHSAA League Championships | 2012 |
| 23 | 6:12.68 | Dylan AmeresChaminade | Chaminade '19 | NSCHSAA League Championships | 2012 |
| 24 | 6:12.99 | Lucas MusellaKellenberg | Kellenberg '17 | NSCHSAA League Championships | 2010 |
| 25 | 6:19.98 | Grant MacinaChaminade | Chaminade '16 | NSCHSAA League Championships | 2010 |
| 26 | 6:20.14 | Michael DevereauxKellenberg | Kellenberg '18 | NSCHSAA League Championships | 2012 |
| 27 | 6:27.83 | Blake BellistriChaminade | Chaminade '15 | NSCHSAA League Championships | 2010 |
| 28 | 6:30.91 | Clinton WikeKellenberg | Kellenberg '17 | NSCHSAA League Championships | 2010 |
| 29 | 6:31.35 | Alec ByrneKellenberg | Kellenberg '17 | NSCHSAA League Championships | 2010 |
| 30 | 6:31.89 | Nicholas VizzaChaminade | Chaminade '17 | NSCHSAA League Championships | 2012 |
| 31 | 6:37.47 | Kevin WelchChaminade | Chaminade | NSCHSAA League Championships | 2012 |
| 32 | 6:39.95 | George CostelloKellenberg | Kellenberg '19 | NSCHSAA League Championships | 2012 |
| 33 | 6:44.50 | Cole NunezChaminade | Chaminade '20 | NSCHSAA League Championships | 2012 |
| 34 | 7:01.91 | Liam FurlongKellenberg | Kellenberg '18 | NSCHSAA League Championships | 2012 |
| 35 | 7:09.92 | Finn CodyChaminade | Chaminade | NSCHSAA League Championships | 2012 |
| 36 | 7:40.73 | Evan BourkeChaminade | Chaminade | NSCHSAA League Championships | 2012 |
