| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Steven Hergenrother | 14:52.6PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 2. | 17 | 12 | Isaac Mahler | 15:29.7PR | CT | Hall | Sep 23
| 16th Ocean State XC Invitational |
| 3. | | 11 | Charles Lovett | 15:37.8PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 4. | 17 | 12 | Parker Broderick | 15:40.0PR | CT | Fairfield Warde | Oct 18
| FCIAC Cross Country Championships |
| 5. | | 11 | Sullivan Dunn | 15:43.1PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 6. | | 11 | Magnus Manley | 15:48.6PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 7. | 16 | 11 | Samuel Zwick-Lavins... | 15:50.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 8. | 17 | 11 | Morgan Samuel | 15:51.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 9. | 17 | 12 | Elias Alvarado | 15:58.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 10. | | 11 | Michael Komisky | 15:59.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 11. | 17 | 11 | Kyle Jeffers | 16:02.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 12. | 17 | 12 | Christopher Bishop | 16:03.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 13. | 17 | 12 | Devon Rosemark | 16:03.2 | CT | Danbury | Nov 11
| New England Interscholastic XC Championships |
| 14. | 17 | 11 | Trevor Fuller | 16:07.6PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 15. | 17 | 12 | David Carillo | 16:11.0 | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 16. | 17 | 12 | Harjaap Singh | 16:12.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 17. | 17 | 12 | Christian Zawislack | 16:18.5 | CT | Greenwich | Oct 8
| Brewster Bear XC Classic (POSTPONED TO SUNDAY... |
| 18. | 18 | 12 | Benjamin Lorenz | 16:23.0 | CT | Staples | Oct 28
| CIAC Division LL Boys Championship |
| 19. | | 11 | William Liebler | 16:29.2PR | CT | Southington | Sep 23
| 16th Ocean State XC Invitational |
| 20. | 15 | 10 | Crawford Cauthen | 16:29.8PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 21. | 16 | 11 | Alexander Glenn | 16:30.2PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 22. | 16 | 10 | Pearse McInerney | 16:36.2PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 23. | 16 | 11 | Connor Garrett | 16:40.5PR | CT | Hamden | Oct 18
| SCC Cross Country Championships |
| 24. | 15 | 10 | Nathan Yingling | 16:42.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| | 16 | 11 | Calum Madigan | 16:42.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 26. | 17 | 11 | Sebastian Halpern | 16:43.1PR | CT | Wilbur Cross | Oct 18
| SCC Cross Country Championships |
| 27. | | 10 | Aidan Nelson | 16:43.5PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 28. | 16 | 11 | Donovan Connole | 16:47.0 | CT | Hall | Oct 11
| Conard vs Hall |
| 29. | | 11 | Raza Malik | 16:49.1PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 30. | | 12 | Charles Williamson | 16:50.0PR | CT | Fairfield Warde | Oct 18
| FCIAC Cross Country Championships |
| | 15 | 10 | Matteo Chiesara | 16:50.0 | CT | Greenwich | Nov 25
| NXR Northeast & New York Regional Championshi... |
| 32. | | 11 | Benjamin Lewis | 16:52.0 | CT | Hall | Nov 6
| CIAC State Open Boys Championship |
| 33. | 17 | 11 | Jesse Croteau | 16:53.2PR | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 34. | 17 | 11 | Banks Valentine | 16:55.0PR | CT | Westhill (CT) | Oct 18
| FCIAC Cross Country Championships |
| 35. | 17 | 12 | Brian Kalwat | 16:55.3PR | CT | Southington | Nov 25
| Foot Locker Cross Country Northeast Regional ... |
| 36. | 17 | 12 | Timothy Terry | 16:57.0PR | CT | Southington | Sep 23
| 16th Ocean State XC Invitational |
| 37. | 16 | 11 | Jacob Szalewicz | 16:58.1PR | CT | Hall | Sep 23
| 16th Ocean State XC Invitational |
| 38. | | 12 | Diego Acker Candela | 16:59.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| 39. | | 11 | Nathan Maruffi | 17:03.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 40. | 16 | 11 | Patrick Croughwell | 17:04.9PR | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 41. | 17 | 12 | Thomas Boulter | 17:05.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| 42. | 18 | 12 | Jonathan Pincus | 17:05.1 | CT | Hall | Sep 23
| 16th Ocean State XC Invitational |
| 43. | | 11 | Alex Neves | 17:06.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 44. | | 11 | Chase Nizielski | 17:07.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 45. | | 12 | Samuel Johnson | 17:10.4PR | CT | Manchester | Sep 23
| 2023 Manchester Invitational |
| 46. | 16 | 10 | Alexander Medina | 17:10.7PR | CT | Hamden | Oct 18
| SCC Cross Country Championships |
| 47. | 16 | 11 | Thijs Doot | 17:12.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| 48. | | 10 | Oliver Samuel | 17:15.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 49. | 17 | 11 | Jacob Potok | 17:16.7PR | CT | Trumbull | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 50. | | 10 | Hudson Schunk | 17:17.0PR | CT | Fairfield Warde | Oct 18
| FCIAC Cross Country Championships |
| | | 12 | John Humphrey | 17:17.0 | CT | Ridgefield | Oct 28
| CIAC Division LL Boys Championship |
| 52. | 16 | 11 | Andrew Lema | 17:18.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 53. | | 11 | Dylan Jelliffe | 17:19.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Ryan Newcomb | 17:19.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 55. | | 10 | Samuel Hageman | 17:21.9PR | CT | Glastonbury | Sep 9
| 34th Wilton XC Invitational |
| 56. | 17 | 12 | Christian Fournier | 17:25.0 | CT | Danbury | Oct 28
| CIAC Division LL Boys Championship |
| 57. | 15 | 10 | Harrison Sydor | 17:25.7PR | CT | Staples | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 58. | | 10 | Hikari Mizuno | 17:26.7PR | CT | Hall | Oct 24
| Old Saybrook Frosh-Soph Invitational |
| 59. | 16 | 11 | Jaxson Koczur | 17:27.0PR | CT | Southington | Sep 23
| 16th Ocean State XC Invitational |
| 60. | | 10 | Benjamin Hayes | 17:28.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 61. | | 11 | Charles Young | 17:29.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| | 16 | 10 | Jackson Wood | 17:29.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 63. | 16 | 11 | Benjamin Buchalter | 17:30.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Riley Hart | 17:30.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 65. | | 12 | Cian Gara Grady | 17:30.7 | CT | Manchester | Oct 17
| CCC XC Championships |
| 66. | 17 | 12 | Patrick Allen | 17:33.0 | CT | Trumbull | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 67. | 16 | 11 | Miguel Flores Ruiz | 17:33.1PR | CT | Hamden | Oct 10
| Hamden VS Career, Guilford, & Sheehan |
| 68. | | 12 | Connor Mayr | 17:35.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| 69. | | 11 | Deydon Soto | 17:40.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 70. | 16 | 11 | Elijah de Brito | 17:42.0 | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 71. | 18 | 12 | Christopher Regalbu... | 17:44.0PR | CT | Southington | Oct 3
| Southington, Farmington Vs. Conard |
| | | 10 | Luca LaRosa | 17:44.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 73. | | 12 | Sawyer Barile | 17:46.0 | CT | Norwich Free Academy | Sep 9
| 42nd Stratton Brook XC Invitational |
| 74. | 16 | 10 | Ethan Hoffman | 17:47.0PR | CT | Southington | Oct 3
| Southington, Farmington Vs. Conard |
| | 17 | 11 | Preston Siroka | 17:47.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| | | 11 | Alexander Renzulli | 17:47.0PR | CT | Fairfield Warde | Oct 18
| FCIAC Cross Country Championships |
| 77. | 14 | 9 | Maximillian Mocarsk... | 17:48.0PR | CT | Fairfield Warde | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 78. | | 11 | Jackson Bock | 17:49.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 79. | 17 | 11 | Robinson Meuse | 17:50.0PR | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 80. | | 10 | John Salonia | 17:51.2PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 81. | | 11 | Anthony DeBartolo | 17:51.5PR | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 82. | | 12 | Jeremy Baun | 17:52.4PR | CT | Hall | Sep 23
| 16th Ocean State XC Invitational |
| 83. | 15 | 10 | Fox Mace | 17:53.0PR | CT | Hall | Oct 11
| Conard vs Hall |
| 84. | 17 | 12 | Aidan Twohill | 17:54.0PR | CT | Southington | Sep 23
| 16th Ocean State XC Invitational |
| 85. | | 12 | Matthew Zeman | 17:54.5 | CT | Hall | Oct 13
| 11th Harry Geraghty XC Invite |
| 86. | | 11 | Austyn Neidel | 17:55.0PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 87. | | 12 | Braden Fruin | 17:56.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 88. | 17 | 12 | Charlie Santa | 17:56.6PR | CT | Fairfield Prep | Sep 23
| 16th Ocean State XC Invitational |
| 89. | 17 | 12 | Jacob Lamp | 17:57.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 90. | | 10 | Kyle Wallace | 17:57.9PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 91. | | 9 | Michael Blankenship | 17:59.0PR | CT | Southington | Oct 3
| Southington, Farmington Vs. Conard |
| 92. | 17 | 12 | Nicholas DeBartolo | 17:59.4 | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 93. | | 12 | Jimmy Buchta | 18:01.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 94. | | 11 | Owen Muench | 18:02.0PR | CT | Norwich Free Academy | Sep 23
| 16th Ocean State XC Invitational |
| 95. | | 10 | Cole Cummings | 18:03.0PR | CT | Staples | Oct 11
| McMahon, Stamford, Staples at Wilton |
| 96. | 16 | 11 | Lucas Califano | 18:04.0 | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 97. | 15 | 9 | Maxwell Benke | 18:05.5PR | CT | Staples | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 98. | | 10 | Diego Aguilar | 18:05.7PR | CT | Glastonbury | Sep 30
| Maine XC Festival of Champions |
| 99. | 17 | 11 | Victor Vara | 18:05.9PR | CT | New Britain | Oct 17
| CCC XC Championships |
| 100. | 16 | 11 | Nolan Carbone | 18:06.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
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