| | 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. | | 11 | Charles Lovett | 15:37.8PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 3. | 17 | 12 | Parker Broderick | 15:40.0PR | CT | Fairfield Warde | Oct 18
| FCIAC Cross Country Championships |
| 4. | | 11 | Sullivan Dunn | 15:43.1PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 5. | | 11 | Magnus Manley | 15:48.6PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 6. | 16 | 11 | Samuel Zwick-Lavins... | 15:50.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 7. | 17 | 11 | Morgan Samuel | 15:51.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 8. | 17 | 12 | Elias Alvarado | 15:58.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 9. | | 11 | Michael Komisky | 15:59.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 10. | 17 | 11 | Kyle Jeffers | 16:02.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 11. | 17 | 12 | Christopher Bishop | 16:03.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 12. | 17 | 12 | Devon Rosemark | 16:03.2 | CT | Danbury | Nov 11
| New England Interscholastic XC Championships |
| 13. | 17 | 11 | Trevor Fuller | 16:07.6PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 14. | 17 | 11 | Ryan Boulanger | 16:08.8PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 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. | 16 | 11 | Alexander Glenn | 16:30.2PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 20. | 2 | 12 | Alex Cohen | 16:35.0 | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| 21. | 16 | 10 | Pearse McInerney | 16:36.2PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 22. | 16 | 11 | Calum Madigan | 16:42.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 23. | | 10 | Aidan Nelson | 16:43.5PR | CT | Ridgefield | Oct 7
| Great American XC Festival, Presented by Garm... |
| 24. | | 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... |
| 26. | 17 | 11 | Banks Valentine | 16:55.0PR | CT | Westhill (CT) | Oct 18
| FCIAC Cross Country Championships |
| 27. | | 11 | Owen Gluck | 17:02.0PR | CT | Darien | Oct 18
| FCIAC Cross Country Championships |
| 28. | 16 | 10 | Braden Barber | 17:03.0PR | CT | New Canaan | Oct 18
| FCIAC Cross Country Championships |
| | | 11 | Nathan Maruffi | 17:03.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 30. | | 11 | Alex Neves | 17:06.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 31. | | 11 | Chase Nizielski | 17:07.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 32. | 17 | 12 | Jacob Kozar | 17:14.2PR | CT | New Canaan | Sep 19
| Wilton, Norwalk, Ludlowe at New Canaan |
| 33. | | 10 | Oliver Samuel | 17:15.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 34. | 16 | 11 | John Disturco | 17:16.3PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 35. | 17 | 11 | Jacob Potok | 17:16.7PR | CT | Trumbull | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 36. | | 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 |
| 38. | 16 | 11 | Andrew Lema | 17:18.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| | 15 | 10 | Andrew Sharron | 17:18.0PR | CT | Darien | Nov 25
| Foot Locker Cross Country Northeast Regional ... |
| 40. | | 10 | Ryan Newcomb | 17:19.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| | | 11 | Dylan Jelliffe | 17:19.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 42. | 17 | 11 | Spencer Paine | 17:21.0 | CT | New Canaan | Oct 18
| FCIAC Cross Country Championships |
| 43. | 17 | 12 | Christian Fournier | 17:25.0 | CT | Danbury | Oct 28
| CIAC Division LL Boys Championship |
| 44. | 15 | 10 | Harrison Sydor | 17:25.7PR | CT | Staples | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 45. | | 10 | Benjamin Hayes | 17:28.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 46. | 16 | 10 | Jackson Wood | 17:29.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| | | 11 | Charles Young | 17:29.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 48. | | 10 | Riley Hart | 17:30.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| | 16 | 11 | Benjamin Buchalter | 17:30.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 50. | 16 | 10 | Ryan Jordan | 17:32.4PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 51. | 17 | 12 | Patrick Allen | 17:33.0 | CT | Trumbull | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 52. | | 11 | Deydon Soto | 17:40.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 53. | 16 | 11 | Elijah de Brito | 17:42.0 | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 54. | | 12 | William Forrest | 17:44.0PR | CT | Fairfield Ludlowe | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Luca LaRosa | 17:44.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 56. | 3 | 11 | Faizal Zakir Hussai... | 17:45.0PR | CT | New Canaan | Oct 18
| FCIAC Cross Country Championships |
| 57. | 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 |
| 59. | 14 | 9 | Maximillian Mocarsk... | 17:48.0PR | CT | Fairfield Warde | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 60. | | 11 | Jackson Bock | 17:49.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 61. | | 12 | William Hanington | 17:50.0 | CT | Fairfield Ludlowe | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 62. | | 12 | Andrew Li | 17:50.8PR | CT | Darien | Oct 3
| Darien, Bridgeport, Norwalk at Staples |
| 63. | | 12 | Braden Fruin | 17:56.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 64. | 17 | 12 | Jacob Lamp | 17:57.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 65. | | 12 | Pasquale Hoffman | 17:59.0PR | CT | Darien | Oct 18
| FCIAC Cross Country Championships |
| 66. | | 11 | Lucas Weaver | 18:00.0PR | CT | Fairfield Ludlowe | Oct 18
| FCIAC Cross Country Championships |
| 67. | | 12 | Jimmy Buchta | 18:01.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 68. | 17 | 12 | Andrew Reed | 18:02.0PR | CT | New Canaan | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 69. | | 10 | Cole Cummings | 18:03.0PR | CT | Staples | Oct 11
| McMahon, Stamford, Staples at Wilton |
| 70. | 16 | 11 | Lucas Califano | 18:04.0 | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| 71. | | 11 | William Erickson | 18:05.0PR | CT | Fairfield Ludlowe | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 72. | 15 | 9 | Maxwell Benke | 18:05.5PR | CT | Staples | Sep 27
| Staples, Trumbull, Westhill at New Canaan |
| 73. | 16 | 11 | Nolan Carbone | 18:06.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 74. | | 11 | Owen Tomasik | 18:08.0PR | CT | Danbury | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Jacob Crevani | 18:08.0PR | CT | Fairfield Ludlowe | Oct 18
| FCIAC Cross Country Championships |
| 76. | 16 | 11 | Kaamil Badami | 18:09.0PR | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| 77. | | 12 | Thomas Aponte | 18:12.0 | CT | Darien | Oct 18
| FCIAC Cross Country Championships |
| | 16 | 11 | Zephyr Yeager | 18:12.0PR | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| 79. | | 10 | Leif King | 18:14.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 80. | | 10 | Ryder King | 18:14.3PR | CT | Greenwich | Oct 8
| Brewster Bear XC Classic (POSTPONED TO SUNDAY... |
| 81. | | 10 | Murphy Bennett | 18:15.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Avner Wilson-Spiro | 18:15.0PR | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| | | 12 | Aven Mallie | 18:15.0PR | CT | Darien | Oct 18
| FCIAC Cross Country Championships |
| 84. | | 12 | Michael Bernier | 18:17.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| | | 10 | Ryan Taylor | 18:17.0PR | CT | Ridgefield | Oct 18
| FCIAC Cross Country Championships |
| 86. | | 10 | Lucas Grandjacques | 18:17.6PR | CT | Greenwich | Oct 8
| Brewster Bear XC Classic (POSTPONED TO SUNDAY... |
| 87. | | 10 | Shane Power | 18:20.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 88. | | 11 | Declan Luhman | 18:22.0PR | CT | Ridgefield | Oct 18
| FCIAC Cross Country Championships |
| 89. | | 11 | Shafi Reilly | 18:23.0PR | CT | Greenwich | Oct 18
| FCIAC Cross Country Championships |
| 90. | | 12 | Walter Withrow | 18:24.0PR | CT | St. Joseph | Oct 18
| FCIAC Cross Country Championships |
| 91. | 16 | 11 | Jaspreet Singh | 18:25.0 | CT | Trumbull | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 92. | | 10 | Miles Kahn | 18:26.0PR | CT | Staples | Oct 18
| FCIAC Cross Country Championships |
| 93. | | 10 | Ronan Conway | 18:28.0PR | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| | 15 | 10 | Edward Hughes | 18:28.0PR | CT | Trumbull | Oct 18
| FCIAC Cross Country Championships |
| 95. | | 12 | Colton Baker | 18:29.2 | CT | Fairfield Ludlowe | Sep 19
| Wilton, Norwalk, Ludlowe at New Canaan |
| 96. | | 12 | Liam Moriarty | 18:30.0PR | CT | Fairfield Ludlowe | Oct 2
| McMahon, Warde, Trumbull at Ludlowe |
| 97. | 17 | 12 | Finlay Kaeyer | 18:32.0PR | CT | Wilton | Oct 18
| FCIAC Cross Country Championships |
| 98. | | 10 | Roman Gagliardi | 18:33.0PR | CT | Darien | Oct 18
| FCIAC Cross Country Championships |
| 99. | | 9 | Luke Cooper | 18:35.8PR | CT | Staples | Oct 11
| McMahon, Stamford, Staples at Wilton |
| 100. | | 12 | Matthew Krekoska | 18:36.0PR | CT | St. Joseph | Oct 18
| FCIAC Cross Country Championships |
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