| 1 | Beau KociszewskiPlace 1 · Grade 11 · Thomaston | 11 | Thomaston | 17:09 |
| 2 | Wylden AbrahamPlace 2 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 17:16 |
| 3 | Braden WalkerPlace 3 · Grade 11 · Thomaston | 11 | Thomaston | 17:37 |
| 4 | Silas TrippPlace 4 · Grade 12 · Housatonic Valley Regional | 12 | Housatonic Valley Regional | 17:53 |
| 5 | Liam RiendeauPlace 5 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 18:09 |
| 6 | Finian MalonePlace 6 · Grade 11 · Housatonic Valley Regional | 11 | Housatonic Valley Regional | 18:13 PR |
| 7 | Ted ValeroPlace 7 · Grade 10 · Thomaston | 10 | Thomaston | 18:15 |
| 8 | Matthew JohnsonPlace 8 · Grade 11 · Thomaston | 11 | Thomaston | 18:30 |
| 9 | Nathan FisherPlace 9 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 18:51 |
| 10 | Jackson DiDonatoPlace 10 · Grade 12 · Thomaston | 12 | Thomaston | 19:08 |
| 11 | Benjamin SchwarzPlace 11 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 19:12 |
| 12 | Joseph DickeyPlace 12 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 19:30 |
| 13 | Isaac FitchPlace 13 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 19:44 |
| 14 | Jacob LeePlace 14 · Grade 9 · Thomaston | 9 | Thomaston | 19:51 |
| 15 | Kyle CichowiczPlace 15 · Grade 12 · Thomaston | 12 | Thomaston | 20:22 |
| 16 | Christopher VarghesePlace 16 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 20:23 |
| 17 | Jack HolwayPlace 17 · Grade 10 · Thomaston | 10 | Thomaston | 20:46 |
| 18 | Kenny BennettPlace 18 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 21:15 |
| 19 | Elden GracePlace 19 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 21:20 |
| 20 | Owen SchnepfPlace 20 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 21:32 |
| 21 | Nico BochnovichPlace 21 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 21:35 PR |
| 22 | Colin PerrinPlace 22 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 21:42 |
| 23 | Jaxon VisockisPlace 23 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 21:43 |
| 24 | Beckett NeithhardtPlace 24 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 21:45 |
| 25 | Troy WilliamsPlace 25 · Grade 9 · Thomaston | 9 | Thomaston | 21:47 |
| 26 | Jacob CaviascaPlace 26 · Grade 10 · Thomaston | 10 | Thomaston | 22:04 |
| 27 | Connor CarewPlace 27 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 22:12 |
| 28 | Brody PlanzPlace 28 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 22:24 |
| 29 | Bailey WilliamsPlace 29 · Grade 12 · Housatonic Valley Regional | 12 | Housatonic Valley Regional | 22:25 |
| 30 | Ishaan TantriPlace 30 · Grade 11 · Housatonic Valley Regional | 11 | Housatonic Valley Regional | 23:14 |
| 31 | Kody MichaudPlace 31 · Grade 10 · Thomaston | 10 | Thomaston | 23:52 |
| 32 | William (Liam) HillPlace 32 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 24:06 PR |
| 33 | Daniel LeschPlace 33 · Grade 11 · Housatonic Valley Regional | 11 | Housatonic Valley Regional | 24:50 |
| 34 | James Dowling-UkersPlace 34 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 25:00 PR |
| 35 | Ryan StovekenPlace 35 · Grade 10 · Thomaston | 10 | Thomaston | 25:05 PR |
| 36 | Elijah DickeyPlace 36 · Grade 9 · Shepaug Valley | 9 | Shepaug Valley | 25:05 PR |
| 37 | Oliver PetersonPlace 37 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 25:34 |
| 38 | Joelfry CalderonPlace 38 · Grade 10 · Thomaston | 10 | Thomaston | 25:35 PR |
| 39 | Christopher CarloPlace 39 · Grade 9 · Thomaston | 9 | Thomaston | 26:21 |
| 40 | Tanner SpearPlace 40 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 27:49 PR |
