| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Gavin Sherry | 14:58.6PR | CT | Conard | Sep 25
| Ocean State XC Invitational |
| 2. | 17 | 12 | Callum Sherry | 15:14.7PR | CT | Conard | Sep 25
| Ocean State XC Invitational |
| 3. | 18 | 12 | Michael Bohlke | 15:29.0PR | CT | Newington | Nov 5
| CIAC State Open Championships |
| 4. | 18 | 12 | Eamon Burke | 15:55.0PR | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 5. | | 12 | Nathan Cramer | 15:55.1PR | CT | Fairfield Ludlowe | Sep 25
| 9th Winding Trails XC Invitational |
| 6. | 16 | 11 | Francis Porrini III | 15:59.0PR | CT | Bristol Central | Oct 5
| Maloney vs Bristol Central & Lewis Mills |
| 7. | 16 | 10 | Luke Davis | 16:16.0 | CT | Simsbury | Nov 5
| CIAC State Open Championships |
| 8. | 17 | 12 | Davis Anderson | 16:19.0PR | CT | Simsbury | Sep 21
| Hall vs Farmington, Simsbury |
| 9. | -1 | 11 | Michael Byrnes | 16:27.0 | CT | Wilton | Oct 20
| FCIAC XC Championships |
| 10. | | 11 | Ryan Gagne | 16:30.0 | CT | Wethersfield | Nov 5
| CIAC State Open Championships |
| 11. | | 11 | AJ Taborsak | 16:32.3 | CT | New Milford | Sep 18
| Dan Purdy Invitational |
| 12. | 16 | 10 | Collin Walsh | 16:35.0 | CT | New Milford | Nov 5
| CIAC State Open Championships |
| 13. | 17 | 12 | Brody Santagata | 16:36.0 | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 14. | | 12 | Evan O'Rourke | 16:42.0PR | CT | Darien | Oct 20
| FCIAC XC Championships |
| 15. | 17 | 12 | Joshua Lesniak | 16:51.0PR | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 16. | | 12 | Ethan Carty | 16:53.0 | CT | Fairfield Ludlowe | Oct 20
| FCIAC XC Championships |
| 17. | | 11 | Alexander Ushchak | 16:54.0 | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 18. | | 10 | Tyler Caron | 16:59.0PR | CT | Cheshire | Nov 5
| CIAC State Open Championships |
| 19. | 16 | 11 | Nick Yoo | 16:59.3 | CT | Darien | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| 20. | | 11 | Al Nickerson | 17:00.1 | CT | Greenwich Country Day | Oct 20
| Fairchester AA Meet #3 |
| 21. | | 11 | Noah Burgio | 17:02.0PR | CT | Conard | Sep 21
| Conard, Glastonbury @ Avon |
| 22. | | 12 | Samuel Simko | 17:05.0 | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 23. | | 11 | Michael Masotti | 17:06.0 | CT | Guilford | Nov 5
| CIAC State Open Championships |
| 24. | 15 | 10 | Jacob Kozar | 17:09.7PR | CT | New Canaan Blazers | Nov 14
| USATF Connecticut Association Junior Olympic ... |
| 25. | 17 | 12 | Lucas Thompson | 17:11.0PR | CT | Simsbury | Sep 21
| Hall vs Farmington, Simsbury |
| 26. | | 9 | Gabriel Raz Guzman | 17:12.1PR | CT | Darien | Sep 14
| Danbury/Darien/Norwalk at Staples |
| 27. | | 12 | Justin Shiffrin | 17:14.0PR | CT | Guilford | Nov 5
| CIAC State Open Championships |
| 28. | | 10 | Coleman Love | 17:16.3 | CT | Guilford | Sep 25
| Ocean State XC Invitational |
| 29. | 14 | 9 | Owen Martin | 17:17.0PR | CT | Pomperaug | Nov 5
| CIAC State Open Championships |
| 30. | | 11 | Carson Riley | 17:18.2PR | CT | Fitch | Sep 25
| MSTCA Frank Kelley Invitational |
| 31. | | 10 | John Larkin | 17:18.9 | CT | Xavier (CT) | Sep 18
| 10th Connecticut River Valley Invitational |
| 32. | | 10 | Alex Hansen | 17:20.0 | CT | Guilford | Nov 5
| CIAC State Open Championships |
| 33. | | 11 | Thomas Skelton | 17:26.0 | CT | Darien | Oct 20
| FCIAC XC Championships |
| 34. | 18 | 12 | Robert DiNatale | 17:26.1PR | CT | Cheshire | Sep 25
| 9th Winding Trails XC Invitational |
| 35. | 15 | 9 | Jack Ouellette | 17:27.0PR | CT | South Farms Track Club | Nov 14
| USATF Connecticut Association Junior Olympic ... |
| 36. | | 12 | Jacob Kirejczyk | 17:28.3 | CT | Xavier (CT) | Sep 21
| Amity Duals |
| 37. | 15 | 9 | Spencer Paine | 17:28.8PR | CT | New Canaan Blazers | Nov 14
| USATF Connecticut Association Junior Olympic ... |
| 38. | 1 | 12 | Malcolm McCormick | 17:33.0 | CT | Wilton | Oct 20
| FCIAC XC Championships |
| 39. | | 12 | Liam McGoldrick | 17:34.0PR | CT | Simsbury | Nov 5
| CIAC State Open Championships |
| 40. | 15 | 10 | Benjamin Daniels | 17:37.0 | CT | New Milford | Nov 5
| CIAC State Open Championships |
| 41. | 16 | 11 | Andrew Clark | 17:37.6PR | CT | Pomperaug | Oct 2
| Brewster Bear Cross Country Classic |
| 42. | | 11 | Christopher Roy | 17:39.4 | CT | Bristol Central | Oct 1
| 9th Harry Geraghty XC Invite |
| 43. | 16 | 10 | Ben Schipul | 17:40.0 | CT | New Milford | Nov 5
| CIAC State Open Championships |
| 44. | | 12 | Ian Hoffman | 17:41.0PR | CT | Woodstock Academy | Oct 21
| ECC Championships |
| 45. | | 12 | Benjamin Chidley | 17:41.3PR | CT | Fitch | Sep 25
| MSTCA Frank Kelley Invitational |
| 46. | 17 | 12 | Mason Jordan | 17:42.0 | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 47. | | 12 | Brendan Kelly | 17:43.5 | CT | Farmington | Sep 25
| 9th Winding Trails XC Invitational |
| 48. | | 10 | Eoin Collette | 17:43.9 | CT | Pomperaug | Oct 2
| Brewster Bear Cross Country Classic |
| 49. | | 10 | Cameron Nephew | 17:47.4 | CT | Xavier (CT) | Sep 18
| 10th Connecticut River Valley Invitational |
| 50. | | 10 | Ryan Zimmermann | 17:47.8PR | CT | Xavier (CT) | Sep 18
| 10th Connecticut River Valley Invitational |
| 51. | | 12 | Luke Riordan | 17:48.0 | CT | Darien | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| | 14 | 9 | Owen Jones | 17:48.0 | CT | Xavier (CT) | Oct 26
| Old Saybrook Freshman-Sophomore Invite |
| 53. | | 11 | Ryan Franchi | 17:48.1 | CT | Guilford | Sep 25
| Ocean State XC Invitational |
| 54. | 0 | 12 | Garrett Moe | 17:49.1PR | CT | Wilton | Oct 5
| Ridgefield/Ludlowe/Norwalk at Wilton |
| 55. | 14 | 12 | Jack Curry | 17:50.0PR | CT | Maloney | Oct 5
| Maloney vs Bristol Central & Lewis Mills |
| 56. | | 12 | Nicolas Martin | 17:51.0 | CT | Conard | Oct 12
| Conard vs Hall |
| | 16 | 11 | Tristan Burke | 17:51.0PR | CT | Wilton | Oct 20
| FCIAC XC Championships |
| 58. | | 11 | Noah Kingsly | 17:52.5 | CT | Fairfield Ludlowe | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| 59. | | 10 | William Forrest | 17:54.6 | CT | Fairfield Ludlowe | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| 60. | | 10 | Caleb Cerra | 17:56.2 | CT | New Milford | Sep 28
| Brookfield, New Milford, Bunnell at Bethel |
| 61. | | 12 | Dazjon Freeman | 17:57.1 | CT | Fairfield Ludlowe | Sep 25
| 9th Winding Trails XC Invitational |
| 62. | | 11 | Colin Grevelding | 17:58.0 | CT | Cheshire | Sep 25
| 9th Winding Trails XC Invitational |
| 63. | | 11 | Bretton Garrick | 17:58.0 | CT | Guilford | Nov 5
| CIAC State Open Championships |
| 64. | | 12 | Nicholas Martin | 17:58.3PR | CT | Xavier (CT) | Sep 18
| 10th Connecticut River Valley Invitational |
| 65. | 16 | 10 | Evan Piccioli | 17:59.0 | CT | Conard | Oct 5
| Conard vs Farmington, Southington |
| 66. | | 9 | Charlie Lechowicz | 18:01.3 | CT | Xavier (CT) | Oct 26
| Old Saybrook Freshman-Sophomore Invite |
| 67. | 1 | 12 | Dhruv Rokkam | 18:03.0 | CT | Wilton | Oct 20
| FCIAC XC Championships |
| 68. | | 12 | Ryan Jones | 18:03.6PR | CT | Darien | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| 69. | | 12 | Conor Selfors | 18:04.5 | CT | Xavier (CT) | Sep 21
| Amity Duals |
| 70. | | 12 | Matthew Sampt | 18:05.0 | CT | Conard | Sep 21
| Conard, Glastonbury @ Avon |
| | | 12 | Rowan Gottshall | 18:05.0PR | CT | Simsbury | Sep 21
| Hall vs Farmington, Simsbury |
| 72. | | 11 | Grant Walters | 18:05.1 | CT | Conard | Sep 25
| Ocean State XC Invitational |
| 73. | 17 | 12 | James Najera | 18:06.0PR | CT | New Milford | Nov 1
| CIAC Division L Championships |
| 74. | 15 | 10 | Daniel D'Souza | 18:06.6 | CT | Cheshire | Sep 25
| 9th Winding Trails XC Invitational |
| 75. | 0 | 10 | Alex Cohen | 18:06.8 | CT | Wilton | Oct 5
| Ridgefield/Ludlowe/Norwalk at Wilton |
| 76. | | 12 | Kyle Bloomer | 18:08.4PR | CT | Darien | Oct 12
| Trumbull/Stamford/Darien at Ludlowe |
| 77. | | 11 | Ethan Hudson | 18:11.8 | CT | Pomperaug | Oct 2
| Brewster Bear Cross Country Classic |
| 78. | | 10 | Gabe Frazzini Kenda... | 18:12.1PR | CT | Wethersfield | Sep 18
| 10th Connecticut River Valley Invitational |
| 79. | | 12 | Michael Connelly | 18:13.5PR | CT | Pomperaug | Oct 20
| SWC Championship |
| 80. | | 12 | Kyle Jennings | 18:16.0PR | CT | Simsbury | Sep 21
| Hall vs Farmington, Simsbury |
| 81. | | 11 | Benjamin Koobatian | 18:16.8PR | CT | Pomperaug | Oct 2
| Brewster Bear Cross Country Classic |
| 82. | 15 | 10 | Sean Morley | 18:17.0 | CT | Conard | Sep 21
| Conard, Glastonbury @ Avon |
| 83. | 15 | 9 | Eli Rosen | 18:18.0 | CT | Greenwich Country Day | Nov 1
| Fairchester Athletic Association Championship... |
| 84. | 15 | 9 | Ryan Boulanger | 18:18.9 | CT | New Canaan Blazers | Nov 14
| USATF Connecticut Association Junior Olympic ... |
| 85. | | 12 | Liam Stec | 18:19.6 | CT | Wethersfield | Sep 18
| 10th Connecticut River Valley Invitational |
| 86. | 16 | 11 | Amos Colocho | 18:24.4 | CT | Stratford | Oct 20
| SWC Championship |
| 87. | | 10 | Jonah Turner | 18:28.5 | CT | Pomperaug | Oct 2
| Brewster Bear Cross Country Classic |
| 88. | | 11 | Thatcher Gorman | 18:29.0 | CT | Farmington | Oct 5
| Conard vs Farmington, Southington |
| | | 11 | Vicente Bastura | 18:29.0 | CT | Woodstock Academy | Oct 9
| 37th Wickham Park XC Invitational |
| 90. | | 10 | William Hanington | 18:31.3 | CT | Fairfield Ludlowe | Sep 29
| Greenwich/McMahon/Ludlowe at Staples |
| 91. | | 10 | Collin Karanian | 18:32.9PR | CT | Newington | Oct 19
| CCC Cross Country Championships |
| 92. | 0 | 10 | Hayden Anderson | 18:34.5PR | CT | New Canaan | Sep 29
| Trumbull/Ridgefield/Danbury at New Canaan |
| 93. | 16 | 11 | Shayne Hasipi | 18:36.0 | CT | Naugatuck | Oct 20
| NVL XC Championships |
| | | 12 | Thomas Gregory | 18:36.0PR | CT | Guilford | Nov 5
| CIAC State Open Championships |
| 95. | | 9 | Ian Hawley | 18:37.4 | CT | Xavier (CT) | Oct 26
| Old Saybrook Freshman-Sophomore Invite |
| 96. | | 9 | Joseph Lechowicz | 18:38.0 | CT | Xavier (CT) | Oct 26
| Old Saybrook Freshman-Sophomore Invite |
| 97. | 15 | 10 | Benjamin Skrelunas | 18:38.6 | CT | New Canaan | Sep 29
| Trumbull/Ridgefield/Danbury at New Canaan |
| 98. | | 10 | Henry Peeler | 18:39.2PR | CT | Xavier (CT) | Oct 26
| Old Saybrook Freshman-Sophomore Invite |
| 99. | 16 | 11 | Tristyn Barnes | 18:41.4PR | CT | Maloney | Oct 19
| CCC Cross Country Championships |
| 100. | | 12 | Mathew Nofri | 18:42.0 | CT | Naugatuck | Oct 20
| NVL XC Championships |
Men
Women