| 1 | Benjamin SchildgenPlace 1 · Grade 12 · Lakeview | 12 | Lakeview | 17:14.7 |
| 2 | Braden WalkerPlace 2 · Grade 11 · Thomaston | 11 | Thomaston | 17:47.7 |
| 3 | Luke LodicePlace 3 · Grade 11 · Nonnewaug | 11 | Nonnewaug | 18:03.1 |
| 4 | Beau KociszewskiPlace 4 · Grade 11 · Thomaston | 11 | Thomaston | 18:08.6 |
| 5 | Reide AugustynPlace 5 · Grade 12 · Lakeview | 12 | Lakeview | 18:15.7 |
| 6 | Liam RiendeauPlace 6 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 18:22.8 |
| 7 | Matthew JohnsonPlace 7 · Grade 11 · Thomaston | 11 | Thomaston | 18:27.5 |
| 8 | G HungerfordPlace 8 · Grade 12 · Thomaston | 12 | Thomaston | 18:34.3 |
| 9 | Wylden AbrahamPlace 9 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 18:35.0 |
| 10 | Nathan FisherPlace 10 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 18:39.8 |
| 11 | Ted ValeroPlace 11 · Grade 10 · Thomaston | 10 | Thomaston | 18:40.6 |
| 12 | Parker DerochickPlace 12 · Grade 11 · Northwestern | 11 | Northwestern | 18:48.4 |
| 13 | James CampbellPlace 13 · Grade 12 · Lakeview | 12 | Lakeview | 19:00.3 |
| 14 | Zachary DunbarPlace 14 · Grade 11 · Lakeview | 11 | Lakeview | 19:09.6 |
| 15 | Kaiden LynchPlace 15 · Grade 10 · Lakeview | 10 | Lakeview | 19:10.0 |
| 16 | Kai EllerPlace 16 · Grade 11 · Terryville | 11 | Terryville | 19:18.2 |
| 17 | John CarraraPlace 17 · Grade 11 · Nonnewaug | 11 | Nonnewaug | 19:22.2 |
| 18 | Finian MalonePlace 18 · Grade 11 · Housatonic Valley Regional | 11 | Housatonic Valley Regional | 19:26.1 |
| 19 | Jackson DiDonatoPlace 19 · Grade 12 · Thomaston | 12 | Thomaston | 19:41.4 |
| 20 | Corbin FretzPlace 20 · Grade 12 · Nonnewaug | 12 | Nonnewaug | 19:46.8 |
| 21 | Liam LawrencePlace 21 · Grade 9 · Lakeview | 9 | Lakeview | 19:53.2 |
| 22 | Isaac FitchPlace 22 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 19:58.3 |
| 23 | Drake DuhaimePlace 23 · Grade 10 · Lakeview | 10 | Lakeview | 20:08.1 |
| 24 | Jack CharpillozPlace 24 · Grade 12 · Northwestern | 12 | Northwestern | 20:16.9 |
| 25 | Joseph DickeyPlace 25 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 20:25.0 |
| 26 | Lucas ForcucciPlace 26 · Grade 9 · Nonnewaug | 9 | Nonnewaug | 20:27.3 |
| 27 | Benjamin SchwarzPlace 27 · Grade 12 · Shepaug Valley | 12 | Shepaug Valley | 20:34.8 |
| 28 | Tyler HoltmanPlace 28 · Grade 10 · Nonnewaug | 10 | Nonnewaug | 20:36.6 |
| 29 | Grayson LeveillePlace 29 · Grade 11 · Nonnewaug | 11 | Nonnewaug | 21:04.7 |
| 30 | Elden GracePlace 30 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 21:08.3 |
| 31 | Alec MarvinPlace 31 · Grade 12 · Gilbert | 12 | Gilbert | 21:29.5 |
| 32 | Jaxon VisockisPlace 32 · Grade 9 · Housatonic Valley Regional | 9 | Housatonic Valley Regional | 21:38.1 |
| 33 | Isaac StevensPlace 33 · Grade 12 · Nonnewaug | 12 | Nonnewaug | 21:42.3 |
| 34 | Owen SchnepfPlace 34 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 22:02.4 |
| 35 | Kevin CupidPlace 35 · Grade 10 · Gilbert | 10 | Gilbert | 22:09.9 |
| 36 | Bailey WilliamsPlace 36 · Grade 12 · Housatonic Valley Regional | 12 | Housatonic Valley Regional | 22:18.2 |
| 37 | Nathaniel HackettPlace 37 · Grade 12 · Gilbert | 12 | Gilbert | 22:20.7 |
| 38 | Luke FowlerPlace 38 · Grade 9 · Terryville | 9 | Terryville | 22:21.9 |
| 39 | Christopher VarghesePlace 39 · Grade 10 · Shepaug Valley | 10 | Shepaug Valley | 22:26.4 |
| 40 | Adam NagyPlace 40 · Grade 10 · Northwestern | 10 | Northwestern | 22:34.7 |
| 41 | Kyle CichowiczPlace 41 · Grade 12 · Thomaston | 12 | Thomaston | 23:03.8 |
| 42 | Nico BocknovichPlace 42 · Grade 10 · Housatonic Valley Regional | 10 | Housatonic Valley Regional | 23:20.3 |
| 43 | Jonah LopezPlace 43 · Grade 12 · Terryville | 12 | Terryville | 24:02.3 |
| 44 | Drew FowlerPlace 44 · Grade 12 · Terryville | 12 | Terryville | 24:08.7 |
| 45 | Jack SullivanPlace 45 · Grade 12 · Gilbert | 12 | Gilbert | 24:20.7 |
| 46 | Lucas RogersPlace 46 · Grade 11 · Terryville | 11 | Terryville | 26:08.9 |
| 47 | Michael PoteatPlace 47 · Grade 10 · Gilbert | 10 | Gilbert | 26:13.3 |
| 48 | Evan HrindaPlace 48 · Grade 12 · Northwestern | 12 | Northwestern | 26:16.3 |
| 49 | Silas TrippPlace 49 · Grade 12 · Housatonic Valley Regional | 12 | Housatonic Valley Regional | 26:38.2 |
| 50 | Logan DyerPlace 50 · Grade 10 · Northwestern | 10 | Northwestern | 27:19.5 |
| 51 | Jonah EldredPlace 51 · Grade 9 · Northwestern | 9 | Northwestern | 27:26.0 |
| 52 | Miles ZetyePlace 52 · Grade 12 · Gilbert | 12 | Gilbert | 28:41.8 |