| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 10 | Joseph Hewitt | 16:23.5 | VA | Manchester | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 2. | | 12 | Cody Wellons | 16:24.6 | VA | Manchester | Sep 21
| Chesapeake Invitational |
| 3. | | 12 | Josh Willard | 16:25.3PR | VA | Clover Hill | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 4. | | 11 | Christian Colwell | 16:31.0 | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| | | 11 | Joshua Shaw | 16:31.0PR | VA | Lloyd C Bird | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 6. | | 10 | David Lucas | 16:32.0 | VA | Manchester | Nov 15
| VHSL 5A State Cross Country Championship |
| 7. | | 12 | Alex Smith | 16:38.0PR | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 8. | | 12 | Jacob Novak | 16:38.5PR | VA | Clover Hill | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 9. | | 11 | Ben Taminger | 16:44.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 10. | | 12 | Mike Hammell | 16:44.5PR | VA | Manchester | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 11. | | 10 | Dalton Randall | 16:47.7 | VA | Clover Hill | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 12. | | 12 | Joseph Alexander Sm... | 16:49.4PR | VA | Prince George | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 13. | | 12 | Jacob Nevah | 16:50.0PR | VA | Clover Hill | Nov 15
| VHSL 5A State Cross Country Championship |
| 14. | | 9 | Walt Kitson | 16:54.0 | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 15. | | 10 | Sean Wolfe | 16:56.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 16. | | 12 | Nathaniel King | 17:11.4PR | VA | Matoaca | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 17. | | 11 | Andrew Lanier | 17:13.0PR | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 18. | | 12 | Forrest Yeager | 17:17.0PR | VA | Clover Hill | Nov 15
| VHSL 5A State Cross Country Championship |
| 19. | | 11 | Troy Scott | 17:22.0 | VA | Lloyd C Bird | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 20. | | 11 | Tre Harris | 17:24.2 | VA | Manchester | Oct 5
| Great American Invitational |
| 21. | | 11 | Cody Duff | 17:37.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 22. | | 10 | Daniel Hammel | 17:39.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 23. | | 12 | Eli Adkins | 17:42.0PR | VA | Clover Hill | Oct 23
| Dominion District Open |
| 24. | | 12 | Leon Beard | 17:42.9 | VA | Matoaca | Sep 28
| Maymont X-Country Festival |
| 25. | | 11 | Ryan Wolfe | 17:47.7 | VA | Manchester | Sep 21
| Chesapeake Invitational |
| 26. | 14 | 9 | Andrew Akright | 17:49.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 27. | | 12 | Jay Patel | 17:56.3PR | VA | Meadowbrook | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 28. | | 12 | Azmar Middleton | 17:58.9PR | VA | Clover Hill | Sep 25
| James River, Monacan @ Clover Hill |
| 29. | | 11 | Jeremy Price | 18:01.0PR | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| | | 11 | Sam McNamara | 18:01.0PR | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 31. | | 11 | Tyler Spence | 18:02.0 | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 32. | | 10 | Wyatt Novak | 18:05.0 | VA | Clover Hill | Oct 23
| Dominion District Open |
| 33. | | 11 | Leon Nguyen | 18:07.0PR | VA | Clover Hill | Oct 23
| Dominion District Open |
| | | 10 | Kaleb Stevens | 18:07.0PR | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 35. | | 12 | Sawyer Brown | 18:07.6 | VA | Manchester | Oct 5
| Great American Invitational |
| 36. | | 9 | Zachary Young | 18:36.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 37. | | 10 | Alex Beehler | 18:38.3PR | VA | Prince George | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 38. | | 9 | Ryan Mathes | 18:39.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 39. | | - | Nathaniel Hammel | 18:40.0PR | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 40. | | 12 | Aaron Bryant | 18:46.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 41. | | 10 | Paul Reynolds | 18:49.0 | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 42. | | 9 | Grayson Crouch | 18:53.0PR | VA | Clover Hill | Oct 23
| Dominion District Open |
| 43. | | 9 | Mason Brown | 18:54.0 | VA | Manchester | Oct 23
| Dominion District Open |
| | | 9 | Albin Alex | 18:54.0 | VA | Lloyd C Bird | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 45. | | 10 | Connor Donovan | 18:58.0 | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 46. | | 9 | Nathaniel Hutton | 18:59.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 47. | | 12 | Ryan Minar | 19:00.9PR | VA | Prince George | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 48. | | 9 | Dru Thomas | 19:05.0 | VA | Clover Hill | Oct 23
| Dominion District Open |
| 49. | | 10 | Ryan O'Connor | 19:12.0PR | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 50. | | 12 | Christian White | 19:19.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 51. | | 12 | Matt Tatem | 19:26.0PR | VA | Manchester | Oct 29
| VHSL Group 5A Conference 12 Championships |
| | | 10 | Brian Palmore | 19:26.0PR | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 53. | | 10 | Michael Harkness | 19:28.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 54. | | 12 | Lucas Kirkhhoff | 19:28.4PR | VA | Clover Hill | Sep 25
| James River, Monacan @ Clover Hill |
| 55. | | 9 | Jacob Lynch | 19:32.0 | VA | Clover Hill | Oct 23
| Dominion District Open |
| 56. | | 9 | Cameron White | 19:33.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 57. | | 12 | Anroux Mey | 19:33.6 | VA | Matoaca | Sep 28
| Maymont X-Country Festival |
| 58. | | 12 | Noah Engel | 19:34.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| | | 12 | Lucas Kirchhoff | 19:34.0PR | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 60. | | 9 | Preston Ramsey | 19:38.5 | VA | Prince George | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 61. | | 9 | Cullen Lamm-Hoover | 19:43.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 62. | | 11 | Patrick Tuite | 19:48.0PR | VA | Clover Hill | Oct 23
| Dominion District Open |
| 63. | | 8 | Joseph Paul | 19:51.0PR | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 64. | | 11 | Logan Paulson | 19:57.0 | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 65. | | 12 | Sam Robbins | 20:09.0 | VA | Manchester | Sep 25
| Midlothian, Manchester, L.C. Bird |
| 66. | | 12 | James Vardy | 20:09.9 | VA | Prince George | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 67. | | 10 | Matthew Beaudet | 20:19.0 | VA | Lloyd C Bird | Sep 25
| Midlothian, Manchester, L.C. Bird |
| 68. | | 11 | Benjamin Beddoes | 20:24.0 | VA | Lloyd C Bird | Oct 23
| Dominion District Open |
| 69. | | 10 | Jacob Purcell | 20:32.0 | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 70. | | 11 | Ryan Blumenschine | 20:37.0 | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 71. | | 11 | Luke Frary | 20:55.0 | VA | Clover Hill | Oct 23
| Dominion District Open |
| 72. | | 12 | Tyson Yancey | 20:57.0PR | VA | Meadowbrook | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 73. | | 9 | Venible Johnson | 20:58.0 | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| | | 9 | Austin Gruwell | 20:58.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 75. | | 12 | Evan Mitchell | 20:59.0 | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 76. | | 11 | Jordi Mardock | 21:00.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 77. | | 11 | Tim O'Connor | 21:10.0 | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 78. | | 11 | Joshua Spence | 21:11.0 | VA | Clover Hill | Sep 17
| Clover Hill & Midlothian Dual Meet |
| 79. | | - | Kenneth Redmond | 21:16.0PR | VA | Lloyd C Bird | Sep 25
| Midlothian, Manchester, L.C. Bird |
| 80. | | - | Bryan Gonzalez | 21:17.0PR | VA | Lloyd C Bird | Oct 23
| Dominion District Open |
| 81. | | 10 | Camden Troupe | 21:23.0PR | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 82. | | 9 | Nick Armitage | 21:26.0PR | VA | Clover Hill | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 83. | | 11 | James Davis | 21:29.0 | VA | Manchester | Oct 23
| Dominion District Open |
| 84. | | 9 | Alex Hart | 21:46.0 | VA | Clover Hill | Oct 23
| Dominion District Open |
| 85. | | 9 | Blake Campbell | 21:53.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 86. | | 9 | Ben Hart | 21:53.3PR | VA | Clover Hill | Sep 25
| James River, Monacan @ Clover Hill |
| 87. | | 11 | David Cortez | 21:58.0PR | VA | Meadowbrook | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 88. | | 9 | Ryan Grube | 21:59.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 89. | | 9 | Charlie Robinson | 22:03.0 | VA | Clover Hill | Sep 17
| Clover Hill & Midlothian Dual Meet |
| | | - | Brandon Godsey | 22:03.0PR | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 91. | | 9 | Cameron Spencer | 22:10.7 | VA | Clover Hill | Sep 25
| James River, Monacan @ Clover Hill |
| 92. | | - | Simon Eyob | 22:46.0PR | VA | Lloyd C Bird | Oct 23
| Dominion District Open |
| 93. | | 9 | Charles Clark | 22:48.1PR | VA | Matoaca | Sep 28
| Maymont X-Country Festival |
| 94. | | 11 | Justin Stubbs | 22:57.3PR | VA | Meadowbrook | Nov 6
| VHSL Group 5A South Regional XC Championships |
| 95. | | 10 | Will Lewis | 23:09.0PR | VA | Manchester | Oct 23
| Dominion District Open |
| 96. | | - | Andre Fenner | 23:17.0PR | VA | Matoaca | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 97. | | - | Christian Habich | 23:39.0PR | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 98. | | 10 | Matthew Weekley | 23:39.2PR | VA | Matoaca | Sep 10
| Collegiate Invitational |
| 99. | | 10 | Josh Evans | 23:41.0PR | VA | Meadowbrook | Oct 29
| VHSL Group 5A Conference 12 Championships |
| 100. | | - | Chad Balch | 23:45.0PR | VA | Prince George | Oct 29
| VHSL Group 5A Conference 12 Championships |