| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Jack Mattingly | 15:32.4PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 2. | 16 | 11 | Sean McCauley | 15:55.6PR | CT | East Lyme | Nov 11
| New England Interscholastic XC Championships |
| 3. | | 11 | Evan Bureau | 15:56.9PR | CT | Bethel | Nov 11
| New England Interscholastic XC Championships |
| 4. | 18 | 12 | John Glidden | 15:58.0PR | CT | Rockville | Sep 23
| 16th Ocean State XC Invitational |
| 5. | 17 | 11 | Christian Menounos | 15:58.2PR | CT | Woodstock Academy | Oct 7
| MSTCA Bay State Invitational |
| 6. | 17 | 12 | Nico Boyle | 16:06.7PR | CT | North Haven | Nov 11
| New England Interscholastic XC Championships |
| 7. | 16 | 11 | Brendan Cook | 16:14.1PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 8. | 17 | 12 | Nathan Bergman | 16:24.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 9. | 16 | 11 | Jilali Benjdid | 16:26.8PR | CT | East Lyme | Sep 23
| 16th Ocean State XC Invitational |
| 10. | 17 | 11 | Matthew Carrier | 16:28.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 11. | 16 | 11 | Spencer Slayton | 16:30.7PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 12. | | 11 | Ben Farmer | 16:36.0PR | CT | Notre Dame-West Haven | Sep 19
| ND/SHA Duals |
| 13. | 17 | 11 | William Lancaster | 16:38.2 | CT | Avon | Sep 19
| Conard, Simsbury @ Avon |
| 14. | 17 | 12 | Gabriel Montoya | 16:38.5PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 15. | 26 | 10 | Sam Leone | 16:39.6PR | CT | East Lyme | Sep 23
| 16th Ocean State XC Invitational |
| 16. | | 12 | William Connolly | 16:46.2PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 17. | | 12 | Coleman Love | 16:46.8PR | CT | Guilford | Oct 10
| Hamden VS Career, Guilford, & Sheehan |
| 18. | 0 | 11 | Colton Sallum | 16:51.7PR | | Unattached | Nov 25
| Foot Locker Cross Country Northeast Regional ... |
| 19. | 17 | 12 | Ryan Dunning | 16:52.0PR | CT | Fitch | Oct 10
| Fitch, East Lyme @ Fitch |
| 20. | | 12 | Alex Hansen | 17:04.0 | CT | Guilford | Nov 6
| CIAC State Open Boys Championship |
| 21. | | 10 | Julien Silva | 17:08.0PR | CT | Fitch | Oct 19
| ECC Championship Meet |
| 22. | 15 | 10 | Brahm Bulow | 17:13.2PR | CT | Avon | Oct 10
| Farmington @ Avon |
| 23. | 15 | 10 | Christopher Campbel... | 17:17.2PR | CT | Avon | Oct 10
| Farmington @ Avon |
| 24. | | 12 | Mason Hintze | 17:21.6PR | CT | East Lyme | Oct 7
| MSTCA Bay State Invitational |
| 25. | | 11 | Owen Fletcher | 17:23.0PR | CT | Notre Dame-West Haven | Sep 19
| ND/SHA Duals |
| 26. | 17 | 12 | Kai Ritz | 17:24.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 27. | | 12 | Ethan Sloat | 17:26.7PR | CT | Avon | Oct 10
| Farmington @ Avon |
| 28. | | 12 | Kaiden Chandler | 17:29.5PR | CT | Fitch | Sep 23
| 16th Ocean State XC Invitational |
| 29. | | 11 | Arrington Scigliano | 17:29.9PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 30. | | 10 | Jason Cao | 17:33.9PR | CT | E.O. Smith | Sep 30
| Maine XC Festival of Champions |
| 31. | 17 | 12 | Charles Caggiano | 17:34.3PR | CT | Woodstock Academy | Sep 23
| 16th Ocean State XC Invitational |
| 32. | | 12 | Eoin Collette | 17:38.1 | CT | Pomperaug | Oct 18
| SWC Championship |
| 33. | | 12 | Joseph Caruk | 17:38.6PR | CT | Wethersfield | Sep 23
| 16th Ocean State XC Invitational |
| 34. | | 11 | William Nusom | 17:41.7PR | CT | Avon | Oct 10
| Farmington @ Avon |
| 35. | 16 | 11 | Lucas Pearce | 17:42.0PR | CT | Windsor | Oct 10
| Bloomfield @ Windsor |
| 36. | | 12 | Cooper Woods | 17:42.6PR | CT | Guilford | Sep 23
| 16th Ocean State XC Invitational |
| 37. | | 12 | Jack Barney | 17:43.0PR | CT | Notre Dame-West Haven | Sep 19
| ND/SHA Duals |
| 38. | | 11 | Andrew Carrier | 17:47.6PR | CT | East Lyme | Sep 23
| 16th Ocean State XC Invitational |
| 39. | | 12 | Darius Kirveleviciu... | 17:48.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 40. | | 11 | Evan Vitagliano | 17:51.0PR | CT | Fitch | Sep 19
| Fitch, Griswold, NFA, Wheeler @ Fitch |
| 41. | | 10 | Aaron Kowalonek | 17:52.6PR | CT | Guilford | Oct 18
| SCC Cross Country Championships |
| 42. | 17 | 12 | Maddox Grillo-Smith | 17:53.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 43. | | 12 | Aidan Cullinan | 17:53.2PR | CT | Bethel | Oct 18
| SWC Championship |
| 44. | | 11 | Ethan Wienkamp | 17:56.9PR | CT | Guilford | Oct 10
| Hamden VS Career, Guilford, & Sheehan |
| 45. | | 12 | Joel Koleszar | 17:57.0PR | CT | Woodstock Academy | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| | | 12 | Liam Quinn | 17:57.0PR | CT | Pomperaug | Oct 28
| CIAC Division MM Boys Championship |
| 47. | | 12 | Andrew Edwards | 17:59.2 | CT | Bethel | Oct 18
| SWC Championship |
| 48. | | 11 | Dylan Johnson | 18:01.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 49. | 14 | 9 | Andrew Kessler | 18:01.7PR | CT | Avon | Sep 19
| Conard, Simsbury @ Avon |
| 50. | | 9 | Robert Piccirillo | 18:05.4PR | CT | Pomperaug | Oct 18
| SWC Championship |
| 51. | | 12 | Eli Green-Perez | 18:06.3PR | CT | Guilford | Oct 18
| SCC Cross Country Championships |
| 52. | 16 | 11 | Yee-Jun Ng | 18:08.3PR | CT | Bethel | Oct 18
| SWC Championship |
| 53. | | 9 | David Zhang | 18:09.4PR | CT | Guilford | Oct 24
| Old Saybrook Frosh-Soph Invitational |
| 54. | 17 | 12 | Daniel Cirella | 18:12.1PR | CT | Bethel | Oct 18
| SWC Championship |
| 55. | 17 | 12 | Beck Schultz | 18:18.0PR | CT | East Lyme | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| 56. | | 11 | Matthew DeNardis | 18:20.0PR | CT | North Haven | Oct 18
| SCC Cross Country Championships |
| 57. | | 12 | Alex Milano | 18:20.1PR | CT | Guilford | Sep 9
| 34th Wilton XC Invitational |
| 58. | | 10 | Gavin Fant | 18:21.0PR | CT | East Lyme | Oct 10
| Fitch, East Lyme @ Fitch |
| 59. | | 11 | Enzo Taverna | 18:22.1PR | CT | Guilford | Sep 23
| 16th Ocean State XC Invitational |
| 60. | 16 | 10 | Jase Koczur | 18:23.7PR | CT | Bristol Eastern | Oct 17
| CCC XC Championships |
| 61. | | 10 | Alex Cook | 18:23.8PR | CT | E.O. Smith | Oct 17
| CCC XC Championships |
| 62. | | 9 | Lewis Thoreen | 18:24.0PR | CT | Guilford | Oct 24
| Old Saybrook Frosh-Soph Invitational |
| 63. | | 12 | Connor Pensa | 18:25.2 | CT | Guilford | Oct 18
| SCC Cross Country Championships |
| 64. | | 9 | Max Mattingly | 18:27.0PR | CT | E.O. Smith | Sep 23
| 16th Ocean State XC Invitational |
| 65. | 15 | 9 | Jason Rycerz | 18:27.4PR | CT | Windsor | Oct 13
| 11th Harry Geraghty XC Invite |
| 66. | | 11 | Colin Murray | 18:27.9PR | CT | Wethersfield | Sep 23
| 16th Ocean State XC Invitational |
| 67. | 15 | 10 | Jack Faitsch | 18:28.0PR | CT | East Lyme | Oct 19
| ECC Championship Meet |
| 68. | 16 | 11 | Shea Cahill | 18:30.0PR | CT | Fitch | Oct 10
| Fitch, East Lyme @ Fitch |
| 69. | | 12 | Anthony Alves | 18:32.3PR | CT | Bethel | Oct 18
| SWC Championship |
| 70. | 15 | 10 | Marco Blakeslee | 18:35.0PR | CT | Notre Dame-West Haven | Sep 19
| ND/SHA Duals |
| 71. | 16 | 11 | William Morin | 18:36.2PR | CT | Windsor | Oct 13
| 11th Harry Geraghty XC Invite |
| 72. | 18 | 11 | Joel Koleszar | 18:36.6PR | CT | Woodstock Academy | Oct 10
| NFA vs. Woodstock |
| 73. | 17 | 12 | Kelvyn Velazquez | 18:36.9 | CT | Platt Tech | Oct 23
| Milford Championships |
| 74. | 16 | 11 | Johnel Padilla | 18:37.1PR | CT | Rockville | Oct 18
| NCCC Championship Meet |
| 75. | | 12 | Caden Fitzgerald | 18:38.9PR | CT | Bethel | Oct 18
| SWC Championship |
| 76. | | 9 | Luca Esposito-Langl... | 18:40.7PR | CT | Guilford | Oct 24
| Old Saybrook Frosh-Soph Invitational |
| 77. | | 10 | Marco Blackslee | 18:41.2PR | CT | Notre Dame-West Haven | Oct 18
| SCC Cross Country Championships |
| | | 11 | Alex Vaquerano | 18:41.2PR | CT | Bunnell | Oct 18
| SWC Championship |
| 79. | 16 | 11 | Brent Wang | 18:42.4PR | | 05-Unattached | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 80. | | 11 | John Pierangeli | 18:42.6 | CT | Avon | Oct 10
| Farmington @ Avon |
| 81. | 15 | 10 | Alexander Gounaris | 18:42.9PR | CT | Rockville | Sep 23
| 16th Ocean State XC Invitational |
| 82. | | 11 | Joseph Kovach | 18:44.6 | CT | Pomperaug | Oct 18
| SWC Championship |
| 83. | 17 | 12 | Charles Coughlin | 18:44.9PR | CT | North Haven | Oct 18
| SCC Cross Country Championships |
| 84. | | 12 | Thomas Roberts | 18:45.3PR | CT | Pomperaug | Oct 18
| SWC Championship |
| 85. | | 12 | Jacob Urkawich | 18:46.3PR | CT | Masuk | Oct 18
| SWC Championship |
| 86. | | 10 | Calum Binder | 18:46.6PR | CT | Bethel | Oct 18
| SWC Championship |
| | | 10 | Alberto Torres | 18:46.6PR | CT | Notre Dame-West Haven | Oct 18
| SCC Cross Country Championships |
| 88. | | 11 | Aidan McLaughlin | 18:47.9PR | CT | Avon | Oct 27
| Valley JV Championships |
| 89. | | 12 | Marcus Gaspar | 18:48.1 | CT | Bethel | Oct 18
| SWC Championship |
| | | 9 | Sebastian Riera | 18:48.1PR | CT | Masuk | Oct 18
| SWC Championship |
| 91. | 14 | 9 | Emmett Kristoff | 18:49.8PR | CT | Rockville | Oct 18
| NCCC Championship Meet |
| 92. | | 9 | Tyler Mezrich | 18:51.5PR | CT | Guilford | Oct 24
| Old Saybrook Frosh-Soph Invitational |
| 93. | 15 | 10 | Brendan Keskula | 18:52.0PR | CT | Torrington | Oct 28
| CIAC Division MM Boys Championship |
| 94. | | 11 | Josh Heyel | 18:52.5PR | CT | Bethel | Oct 18
| SWC Championship |
| 95. | 18 | 12 | Owen White | 18:54.9 | CT | Avon | Sep 19
| Conard, Simsbury @ Avon |
| 96. | | 9 | Sam Greene | 18:56.0PR | CT | Woodstock Academy | Sep 19
| ECC Tri Meet EL/Montville/Woodstock |
| | | 11 | Alex Inyatkin | 18:56.0PR | CT | Windsor | Oct 10
| Bloomfield @ Windsor |
| 98. | 15 | 10 | Josh Martin | 18:57.1PR | CT | Rockville | Sep 23
| 16th Ocean State XC Invitational |
| 99. | | 11 | Ketan Badrinath | 18:57.9PR | CT | Avon | Oct 10
| Farmington @ Avon |
| 100. | | 10 | Cole Beland | 19:01.9PR | CT | Bristol Eastern | Oct 17
| CCC XC Championships |