| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 18 | 12 | Josh Edwards | 15:04.7PR | WV | University | Sep 10
| Harry Groves Spiked Shoe Invational |
| 2. | 15 | 10 | Brayden Marshall | 15:36.2 | | Winfield, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 3. | | 12 | Franklin Angelos | 15:36.5PR | | Parkersburg, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 4. | | 12 | Rocco DeVincent | 15:40.1PR | WV | University | Oct 9
| Carl Pokas OVAC HS Championships |
| 5. | | 11 | Garrett Ferguson | 15:58.0 | WV | Frankfort | Sep 4
| Northampton Invitational |
| 6. | 17 | 11 | Ryan Blohm | 16:05.4PR | | Morgantown, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 7. | | 12 | Matthew Scheneberg | 16:08.9 | WV | Winfield | Sep 4
| St. Mary's Medical Center XC Festival |
| 8. | 15 | 10 | Aaron Kidd | 16:10.5 | WV | Hurricane | Sep 18
| Giovanni's Boyd County Invitational |
| 9. | 15 | 9 | Ty Steorts | 16:12.1 | WV | Hurricane | Oct 2
| "Live in Lou" Louisville Classic |
| 10. | 18 | 11 | MacK Allen | 16:12.6PR | WV | John Marshall | Oct 9
| Carl Pokas OVAC HS Championships |
| 11. | 15 | 10 | Drew Zundell | 16:14.1PR | | Morgantown, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 12. | | 11 | Steven Kent Niland | 16:19.9 | WV | Frankfort | Sep 4
| Northampton Invitational |
| 13. | 15 | 10 | Aidan Scott | 16:20.1 | WV | Wheeling Central Catholic | Oct 9
| Carl Pokas OVAC HS Championships |
| 14. | 17 | 11 | Nick Kennedy | 16:20.4 | | Scott Depot, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 15. | | 12 | Charlie Smoak | 16:23.0PR | WV | Elkins | Sep 26
| Bearcat Invitational |
| 16. | 16 | 10 | Jacob West | 16:25.3 | WV | University | Sep 18
| Belpre XC Invitational |
| 17. | | 10 | Jacob Dowdy | 16:25.6PR | WV | Shady Spring | Oct 30
| WVSSAC State Cross Country Championships |
| 18. | 17 | 12 | Konnor Allison | 16:26.4 | WV | Oak Glen | Oct 9
| Carl Pokas OVAC HS Championships |
| 19. | | 12 | Brady Miller | 16:30.4PR | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 20. | | 12 | Landon Young | 16:31.8PR | WV | Morgantown | Oct 2
| 2021 Great American Cross Country Festival |
| 21. | | 12 | Bailey (Darrell) De... | 16:32.3PR | | Bridgeport, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 22. | | 12 | Max Morgan | 16:33.1PR | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 23. | 15 | 10 | Landon Brumfield | 16:33.2 | | Poca, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 24. | | 11 | Luke Duncan | 16:35.3 | WV | Frankfort | Sep 4
| Northampton Invitational |
| | | 12 | Trent Gola | 16:35.3PR | WV | Doddridge County | Sep 18
| Belpre XC Invitational |
| 26. | | 12 | Michael Cline | 16:38.8PR | WV | Wood County Christian | Sep 18
| Belpre XC Invitational |
| 27. | | 12 | Peyton Slider | 16:39.7PR | WV | Frankfort | Sep 4
| Northampton Invitational |
| 28. | | 12 | Kyle de Nobel | 16:45.3PR | WV | Jefferson | Sep 18
| Ben Bloser Bulldog XC Invitational |
| 29. | | 11 | Jonah Nizami | 16:46.1 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 30. | | 10 | Quinn Mudry | 16:46.6PR | WV | University | Oct 9
| Carl Pokas OVAC HS Championships |
| 31. | 18 | 12 | Mason Konchar | 16:51.3PR | WV | Oak Glen | Oct 9
| Carl Pokas OVAC HS Championships |
| 32. | 15 | 9 | Aidan Kneeland | 16:53.2 | WV | Woodrow Wilson | Sep 25
| Ripley Covered Bridge Invitational |
| 33. | | 11 | Benjamin Ashmore | 16:53.7 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 34. | | 11 | Justin Gottlieb | 16:54.0 | WV | Jefferson | Aug 28
| Great Meadow Invitational |
| 35. | | 12 | Cooper Gibson | 16:55.6 | WV | Cabell Midland | Sep 18
| Giovanni's Boyd County Invitational |
| 36. | 15 | 9 | Gavin Whorton | 16:55.7PR | | Morgantown, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 37. | | 12 | Jeffrey Core | 16:59.6PR | WV | Morgantown | Oct 2
| 2021 Great American Cross Country Festival |
| 38. | | 11 | Zachary Cannon | 17:01.7 | WV | Williamstown | Aug 21
| Autumn Classic |
| 39. | 15 | 10 | Tristan Blatt | 17:01.8 | WV | Cabell Midland | Sep 18
| Giovanni's Boyd County Invitational |
| 40. | | 10 | Drew Moore | 17:02.0 | WV | East Fairmont | Oct 21
| WV Region 1 AA Championships |
| 41. | | 11 | Landyn Sell | 17:05.2 | WV | Frankfort | Sep 4
| Northampton Invitational |
| 42. | | 11 | Nick Gallo | 17:07.0 | | Chester, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 43. | | 11 | Jared Bailey | 17:07.9 | WV | Cabell Midland | Sep 18
| Giovanni's Boyd County Invitational |
| 44. | | 12 | Jeffrey Poach | 17:10.3PR | WV | Morgantown | Oct 9
| Carl Pokas OVAC HS Championships |
| 45. | | 11 | Trenton Denne | 17:12.0 | WV | Keyser | Oct 21
| WV Region 1 AA Championships |
| 46. | | 11 | Eli Miller | 17:12.2 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 47. | | 12 | John Larsen | 17:12.3PR | WV | Washington | Oct 30
| WVSSAC State Cross Country Championships |
| 48. | | 11 | Trent Thomas | 17:12.5 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 49. | | 12 | Jasper Brown | 17:13.0PR | WV | Fairmont Senior | Oct 30
| WVSSAC State Cross Country Championships |
| 50. | | 12 | Lowell Cerbone | 17:13.8 | WV | Preston | Sep 28
| 7th Annual Progressive Physical Therapy XC In... |
| 51. | | 11 | Jordan Gillum | 17:14.3PR | | Buckhannon, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 52. | | 10 | Justin Lipscomb | 17:14.9 | WV | Winfield | Sep 18
| Trinity / Valkyre Invitational |
| 53. | | 11 | Aiden Blake | 17:15.1PR | WV | Parkersburg South | Oct 9
| Carl Pokas OVAC HS Championships |
| 54. | 14 | 9 | Tyler Umbright | 17:16.8 | | Masontown, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 55. | | 11 | Chance Thompson | 17:16.9 | WV | Wayne | Oct 2
| "Live in Lou" Louisville Classic |
| 56. | | 9 | Redick Moore | 17:17.0 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| | | 12 | Jacob Angelo | 17:17.0PR | WV | Fairmont Senior | Oct 21
| WV Region 1 AA Championships |
| 58. | | 11 | Brady Dawkins | 17:18.3 | WV | Hurricane | Sep 18
| Giovanni's Boyd County Invitational |
| 59. | | 12 | Lucas Anger | 17:21.0PR | WV | Elkins | Sep 26
| Bearcat Invitational |
| | | 9 | Nathaniel Stuck | 17:21.0 | WV | East Fairmont | Oct 21
| WV Region 1 AA Championships |
| 61. | | 12 | Tyler Weiford | 17:22.8PR | WV | Winfield | Sep 18
| Trinity / Valkyre Invitational |
| 62. | | 12 | Charles Hulderman | 17:23.0PR | WV | East Fairmont | Oct 21
| WV Region 1 AA Championships |
| 63. | | 11 | Chace Thompson | 17:24.9 | WV | Wayne | Oct 2
| "Live in Lou" Louisville Classic |
| 64. | | 11 | Slate Swiger | 17:25.6 | | Jane Lew, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 65. | 15 | 10 | Sam Dodson | 17:28.4 | WV | Bridgeport | Sep 18
| Belpre XC Invitational |
| | | 12 | Parker Mackey | 17:28.4PR | WV | Musselman | Sep 28
| 7th Annual Progressive Physical Therapy XC In... |
| 67. | 16 | 10 | Patrick Reilly | 17:29.5 | WV | Buffalo | Oct 2
| "Live in Lou" Louisville Classic |
| 68. | | 10 | Brody Cochran | 17:30.3 | WV | Parkersburg South | Oct 9
| Carl Pokas OVAC HS Championships |
| 69. | 14 | 9 | Julian Johnson | 17:30.4 | WV | Williamstown | Sep 18
| Belpre XC Invitational |
| | | 11 | John Duvall | 17:30.4 | WV | Herbert Hoover | Oct 14
| Kanawha County HS Championships |
| 71. | | 11 | Braden Ward | 17:30.5 | WV | Pikeview | Sep 11
| Knights Crossing Invitational |
| 72. | | 11 | Griffin Thomas | 17:31.0 | WV | Fairmont Senior | Sep 26
| Bearcat Invitational |
| | | 10 | Zachary Workman | 17:31.0 | WV | Morgantown | Oct 2
| 2021 Great American Cross Country Festival |
| 74. | 14 | 9 | Ryan Hughes | 17:31.1 | WV | Frankfort | Sep 4
| Northampton Invitational |
| 75. | | 12 | Christian Saffouri | 17:31.4PR | WV | Woodrow Wilson | Sep 25
| Ripley Covered Bridge Invitational |
| 76. | | 12 | Brady Mudry | 17:31.7PR | WV | Morgantown | Oct 2
| 2021 Great American Cross Country Festival |
| 77. | | 9 | Jack Overfield | 17:32.1 | WV | University | Oct 9
| Carl Pokas OVAC HS Championships |
| 78. | 17 | 11 | Noah Schappell | 17:34.4 | WV | Washington | Sep 25
| 7th Annual Wildcat Invitational |
| 79. | | 11 | JT Veltri | 17:35.0 | WV | Grafton | Sep 26
| Bearcat Invitational |
| 80. | | 11 | Jackson Mundey | 17:35.9 | WV | Berkeley Springs | Sep 28
| 7th Annual Progressive Physical Therapy XC In... |
| 81. | | 11 | Chase Thompson | 17:36.0 | WV | Wayne | Sep 25
| Ripley Covered Bridge Invitational |
| 82. | | 11 | Brady Amico | 17:36.4 | WV | Wheeling Park | Oct 9
| Carl Pokas OVAC HS Championships |
| 83. | | 10 | Josh Cormack | 17:37.3PR | | Beckley, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 84. | | 11 | Jaeden Holstein | 17:39.5 | WV | Shady Spring | Oct 13
| Coalfield Conference Championships |
| 85. | | 10 | Logan Musser | 17:41.1PR | WV | Washington | Oct 30
| WVSSAC State Cross Country Championships |
| 86. | | 11 | Chase Trembly | 17:42.4 | WV | Williamstown | Oct 2
| Pickerington North Panther XC Invitational |
| 87. | | 12 | Aiden Sensabaugh | 17:46.2PR | WV | Frankfort | Sep 4
| Northampton Invitational |
| 88. | 17 | 11 | Ryan Bazzle | 17:46.3 | WV | George Washington | Oct 14
| Kanawha County HS Championships |
| 89. | | 12 | Haygen Baker | 17:48.1 | WV | Tyler Consolidated | Sep 18
| Belpre XC Invitational |
| 90. | | 12 | Ashton Nardella | 17:49.7PR | WV | Notre Dame | Aug 21
| Autumn Classic |
| 91. | | 10 | Brandon Canaday | 17:49.8 | WV | Woodrow Wilson | Sep 4
| St. Mary's Classic |
| 92. | | 9 | Damian Rumer | 17:50.5 | WV | Preston | Sep 28
| 7th Annual Progressive Physical Therapy XC In... |
| 93. | | 12 | Vincent Ryan | 17:53.0PR | WV | Morgantown | Oct 2
| 2021 Great American Cross Country Festival |
| 94. | | 12 | Nathan Lang | 17:54.0PR | WV | Oak Glen | Oct 21
| WV Region 1 AA Championships |
| 95. | | 12 | Trey Stanley | 17:54.2PR | | Craigsville, WV | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 96. | | 11 | Cade Curfman | 17:54.3PR | WV | Ravenswood | Sep 18
| Belpre XC Invitational |
| 97. | | 11 | Chris Hall | 17:55.3PR | WV | Hurricane | Oct 30
| WVSSAC State Cross Country Championships |
| 98. | | 11 | Andrea Skeens | 17:56.3PR | WV | Sherman | Sep 25
| Ripley Covered Bridge Invitational |
| 99. | | 10 | Kason Dean | 17:56.9PR | WV | Poca | Aug 21
| Autumn Classic |
| 100. | | 12 | Chase Pepper | 17:57.1 | WV | Ripley | Oct 30
| WVSSAC State Cross Country Championships |