| 1 | Samuel HaddadPlace 1 · Grade 11 · Lyman Hall | 11 | Lyman Hall | 19:50.02 |
| 2 | Liam GilsonPlace 2 · Grade 12 · East Haven | 12 | East Haven | 19:58.14 |
| 3 | Quinn MurphyPlace 3 · Grade 12 · Lyman Hall | 12 | Lyman Hall | 20:19.93 |
| 4 | Brady O'ConnellPlace 4 · Grade 9 · Lyman Hall | 9 | Lyman Hall | 20:25.67 |
| 5 | Caleb GalliganPlace 5 · Grade 12 · Fairfield Prep | 12 | Fairfield Prep | 20:37.26 |
| 6 | Sam TristinePlace 6 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 20:39.98 |
| 7 | Peter EllesPlace 7 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 20:42.76 |
| 8 | Dylan LopezPlace 8 · Grade 11 · East Haven | 11 | East Haven | 20:44.01 |
| 9 | Leo SanchezPlace 9 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 20:48.26 PR |
| 10 | Trip McNultyPlace 10 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 20:49.46 |
| 11 | Patrick FeeneyPlace 11 · Grade 12 · Fairfield Prep | 12 | Fairfield Prep | 20:52.20 |
| 12 | Noah BastPlace 12 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 21:00.91 |
| 13 | James GeaneyPlace 13 · Grade 12 · Fairfield Prep | 12 | Fairfield Prep | 21:03.99 |
| 14 | John FinkPlace 14 · Grade 12 · Foran | 12 | Foran | 21:05.90 |
| 15 | Max Seufert-YounglingPlace 15 · Grade 11 · Foran | 11 | Foran | 21:11.57 |
| 16 | Nicholas ShieldsPlace 16 · Grade 11 · Foran | 11 | Foran | 21:13.56 |
| 17 | Charlie SimonPlace 17 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 21:24.20 |
| 18 | Matthew RizzitelliPlace 18 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 21:28.02 |
| 19 | Benjamin BrindleyPlace 19 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 21:43.90 |
| 20 | Michael ConlonPlace 20 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 21:45.76 |
| 21 | Alan RedfordPlace 21 · Grade 12 · Lyman Hall | 12 | Lyman Hall | 21:46.30 |
| 22 | Alexander DefrutosPlace 22 · Grade 11 · East Haven | 11 | East Haven | 21:55.74 |
| 23 | Rian LeePlace 23 · Grade 11 · Foran | 11 | Foran | 22:06.19 |
| 24 | Dylan PetragliaPlace 24 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 22:16.87 |
| 25 | Vince MasseyPlace 25 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 22:18.33 |
| 26 | Gabe DaulaPlace 26 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 22:18.94 |
| 27 | Alexander BovePlace 27 · Grade 11 · Foran | 11 | Foran | 22:25.21 |
| 28 | Michael RichPlace 28 · Grade 12 · Foran | 12 | Foran | 22:27.18 |
| 29 | Logan CannellaPlace 29 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 22:47.37 |
| 30 | Jude HalpyPlace 30 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 22:48.98 |
| 31 | Peter AnadorisPlace 31 · Grade - · Fairfield Prep | - | Fairfield Prep | 22:53.87 PR |
| 32 | Patrick JamesPlace 32 · Grade 12 · Fairfield Prep | 12 | Fairfield Prep | 22:56.83 |
| 33 | Daniel MurphyPlace 33 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 22:57.36 |
| 34 | Ryan ShipmanPlace 34 · Grade 11 · Lyman Hall | 11 | Lyman Hall | 22:58.46 |
| 35 | Chace ConnaughtonPlace 35 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 23:03.44 |
| 36 | Ryan McCormickPlace 36 · Grade 9 · Lyman Hall | 9 | Lyman Hall | 23:13.67 |
| 37 | Hollis AndrewsPlace 37 · Grade 9 · Foran | 9 | Foran | 23:16.41 |
| 38 | Damien TokarPlace 38 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 23:35.40 |
| 39 | Reid WeilandPlace 39 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 23:35.40 |
| 40 | Tim McKeonPlace 40 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 23:38.50 |
| 41 | Colin ScalessePlace 41 · Grade 10 · Lyman Hall | 10 | Lyman Hall | 23:51.62 |
| 42 | Max OlszeskiPlace 42 · Grade 11 · East Haven | 11 | East Haven | 23:56.78 |
| 43 | Drew GraysonPlace 43 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 24:00.14 |
| 44 | Zephyr MelloPlace 44 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 24:01.56 |
| 45 | John LotroneiPlace 45 · Grade - · Fairfield Prep | - | Fairfield Prep | 24:29.93 PR |
| 46 | Ray WangPlace 46 · Grade 10 · Lyman Hall | 10 | Lyman Hall | 24:35.68 |
| 47 | Kyle TolisanoPlace 47 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 24:39.03 PR |
| 48 | Cru FaughnanPlace 48 · Grade 11 · East Haven | 11 | East Haven | 24:46.95 |
| 49 | Thomas ChuangPlace 49 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 24:49.69 |
| 50 | Joseph LahavPlace 50 · Grade Sr · Foran | Sr | Foran | 24:50.50 PR |
| 51 | Jon BogunieckiPlace 51 · Grade 10 · Foran | 10 | Foran | 24:53.11 |
| 52 | Arturo RodriguezPlace 52 · Grade - · Fairfield Prep | - | Fairfield Prep | 24:53.50 PR |
| 53 | Kai HaughtonPlace 53 · Grade 11 · Lyman Hall | 11 | Lyman Hall | 24:56.16 |
| 54 | John MdcorPlace 54 · Grade - · Fairfield Prep | - | Fairfield Prep | 25:08.58 PR |
| 55 | Liam LopezPlace 55 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 25:22.23 PR |
| 56 | Lawerence (Larry) GuioskyPlace 56 · Grade 10 · East Haven | 10 | East Haven | 25:27.84 |
| 57 | Michael ScullyPlace 57 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 25:39.34 |
| 58 | Jerry LinPlace 58 · Grade 11 · Foran | 11 | Foran | 25:49.56 |
| 59 | Charles (Charlie) SullivanPlace 59 · Grade 11 · Fairfield Prep | 11 | Fairfield Prep | 25:52.77 |
| 60 | Wyatt HughesPlace 60 · Grade 9 · Foran | 9 | Foran | 25:56.37 |
| 61 | Frank TirioloPlace 61 · Grade 10 · Fairfield Prep | 10 | Fairfield Prep | 25:56.76 PR |
| 62 | Benjamin AmaturoPlace 62 · Grade 10 · Foran | 10 | Foran | 25:57.45 PR |
| 63 | Tate MitchellPlace 63 · Grade 10 · Lyman Hall | 10 | Lyman Hall | 26:05.38 |
| 64 | Cooper DanehyPlace 64 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 26:43.10 |
| 65 | John GuioskyPlace 65 · Grade 10 · East Haven | 10 | East Haven | 27:48.29 |
| 66 | Austin StayPlace 66 · Grade 10 · Foran | 10 | Foran | 27:57.02 |
| 67 | Ethan KravecPlace 67 · Grade 12 · Fairfield Prep | 12 | Fairfield Prep | 28:05.88 |
| 68 | Alex XPlace 68 · Fairfield Prep | — | Fairfield Prep | 28:47.34 |
| 69 | Chris BeersPlace 69 · Grade 9 · Foran | 9 | Foran | 29:25.25 |
| 70 | Unknown UnknownPlace 70 · Unknown | — | Unknown | 29:42.68 |
| 71 | James KellyPlace 71 · Grade 9 · Fairfield Prep | 9 | Fairfield Prep | 30:13.86 PR |
| 72 | Matthew (Matt) HagenbachPlace 72 · Grade 12 · Foran | 12 | Foran | 30:56.15 |
| 73 | Theo SatrazemisPlace 73 · Grade 9 · Foran | 9 | Foran | 33:48.06 |
| 74 | Alex ValkoPlace 74 · Grade 9 · Foran | 9 | Foran | 35:13.52 |