| 1 | 4:41.57 | Ryan DearieSt. Anthony's | St. Anthony's '16 | NSCHSAA League Championships | 2010 |
| 2 | 4:48.34 | Michael CaulfieldSt. Anthony's | St. Anthony's '15 | NSCHSAA League Championships | 2010 |
| 3 | 4:59.15 | Peter DeMaioSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2012 |
| 4 | 4:59.95 | Anthony MonacoCenter Moriches | Center Moriches '17 | NSCHSAA League Championships | 2012 |
| 5 | 5:01.61 | Sean VierlingSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 6 | 5:15.67 | John CoxSt. John the Baptist | St. John the Baptist '18 | NSCHSAA League Championships | 2012 |
| 7 | 5:18.39 | Jude BourkeSt. Anthony's | St. Anthony's '15 | NSCHSAA League Championships | 2010 |
| 8 | 5:19.39 | Colin MortimerSt. Anthony's | St. Anthony's '15 | NSCHSAA League Championships | 2010 |
| 9 | 5:20.00 | Ryan MortimerSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 10 | 5:20.67 | John CreightonSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 11 | 5:21.90 | Derrick MagwoodSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2012 |
| 12 | 5:23.40 | Justin O'RourkeSt. Anthony's | St. Anthony's '15 | NSCHSAA League Championships | 2010 |
| 13 | 5:25.66 | Anthony CataneseSt. John the Baptist | St. John the Baptist '18 | NSCHSAA League Championships | 2012 |
| 14 | 5:27.69 | Brady AnnaSt. Anthony's | St. Anthony's '16 | NSCHSAA League Championships | 2010 |
| 15 | 5:29.84 | Ryan TyniecMercy | Mercy '17 | NSCHSAA League Championships | 2012 |
| 16 | 5:30.60 | Luke McCoySt. John the Baptist | St. John the Baptist '15 | NSCHSAA League Championships | 2010 |
| 17 | 5:33.67 | Luke GunselSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
| 18 | 5:34.76 | Kyle CrescenzoSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2010 |
| 19 | 5:34.89 | Frank BellucciEast Hampton | East Hampton '20 | NSCHSAA League Championships | 2012 |
| 20 | 5:36.45 | Jack WardSt. Anthony's | St. Anthony's '23 | NSCHSAA League Championships | 2012 |
| 21 | 5:40.09 | Brendan DearieSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
| 22 | 5:43.59 | Devon Guerrier-HeywardSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2010 |
| 23 | 5:49.36 | Hunter VierlingSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
| 24 | 5:51.07 | Thomas RouletteSt. John the Baptist | St. John the Baptist '18 | NSCHSAA League Championships | 2012 |
| 25 | 5:55.31 | Liam BrownSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2012 |
| 26 | 5:56.84 | Bobby SpanoSt. John the Baptist | St. John the Baptist '19 | NSCHSAA League Championships | 2012 |
| 27 | 6:02.37 | Jamie SkurkaSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2012 |
| 28 | 6:03.89 | Colby MacinaSt. John the Baptist | St. John the Baptist '19 | NSCHSAA League Championships | 2012 |
| 29 | 6:04.25 | Declan BrownSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2012 |
| 30 | 6:06.88 | Lucien DeNevePatchogue-Medford | Patchogue-Medford '19 | NSCHSAA League Championships | 2012 |
| 31 | 6:09.92 | James O'RourkeSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 32 | 6:16.70 | Tiernan TreacySt. John the Baptist | St. John the Baptist | NSCHSAA League Championships | 2012 |
| 33 | 6:17.33 | Michael JonesSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2010 |
| 34 | 6:19.22 | Fred HoffmannSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2010 |
| 35 | 6:21.70 | Patrick OlsenSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2010 |
| 36 | 6:23.35 | Jack WalserSt. John the Baptist | St. John the Baptist '17 | NSCHSAA League Championships | 2010 |
| 37 | 6:25.58 | Robert HalversenMercy | Mercy '18 | NSCHSAA League Championships | 2012 |
| 38 | 6:31.92 | Anthony CarpinSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2010 |
| 39 | 6:34.27 | Ryan KainSt. John the Baptist | St. John the Baptist '15 | NSCHSAA League Championships | 2010 |
| 40 | 6:34.89 | Michael RussoSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 41 | 6:35.75 | Elias SmithSt. Anthony's | St. Anthony's '17 | NSCHSAA League Championships | 2012 |
| 42 | 6:38.72 | Ethan LinSt. Anthony's | St. Anthony's '18 | NSCHSAA League Championships | 2012 |
| 43 | 6:42.76 | John WoodSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
| 44 | 6:48.00 | Matthew ManzolilloSt. John the Baptist | St. John the Baptist '19 | NSCHSAA League Championships | 2012 |
| 45 | 6:49.68 | Peter ChinSt. Anthony's | St. Anthony's '16 | NSCHSAA League Championships | 2010 |
| 46 | 6:55.23 | Colm BrownSt. John the Baptist | St. John the Baptist '18 | NSCHSAA League Championships | 2012 |
| 47 | 7:07.40 | Liam RegoSt. Anthony's | St. Anthony's '20 | NSCHSAA League Championships | 2012 |
| 48 | 7:19.04 | Thomas GibbsSt. Anthony's | St. Anthony's '15 | NSCHSAA League Championships | 2010 |
| 49 | 7:24.15 | Joseph O'RourkeSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
| 50 | 7:31.28 | Robert KellyEast Islip | East Islip '19 | NSCHSAA League Championships | 2010 |
| 51 | 7:55.69 | Daniel MonaghanSt. Anthony's | St. Anthony's '18 | NSCHSAA League Championships | 2012 |
| 52 | 7:57.10 | Nicholas ReidSt. John the Baptist | St. John the Baptist '19 | NSCHSAA League Championships | 2012 |
| 53 | 10:04.69 | Anthony GalloSt. Anthony's | St. Anthony's '19 | NSCHSAA League Championships | 2012 |
