| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 12 | Mike Seus | 16:29.4 | OR | St Mary's | Oct 7
| Nike/Jim Danner Invitational |
| 2. | 16 | 10 | Jacob Bowdoin | 16:50.0 | OR | New Hope Christian | Nov 4
| OSAA 3A/2A/1A State Championships |
| 3. | 18 | 12 | Caleb Howard | 17:03.0 | OR | Lakeview | Sep 30
| Puma Classic Cross Country Invitational |
| 4. | | 11 | Seth Walker | 17:06.9 | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 5. | | 11 | Shawn Elliott | 17:12.0 | OR | Triad Christian (Closed 2021) | Nov 4
| OSAA 3A/2A/1A State Championships |
| 6. | 14 | 9 | Eli Cunningham | 17:30.4 | OR | New Hope Christian | Oct 26
| District Meet, Special District 6 |
| 7. | | 11 | Elliot Anderson | 17:57.0PR | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 8. | | 10 | Caleb Aguiar | 17:59.4 | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 9. | | 9 | Jared Nichols | 18:06.6 | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 10. | | 12 | Robert Week | 18:06.9PR | OR | Canyonville Christian | Oct 26
| District Meet, Special District 6 |
| 11. | | 10 | Jon Marcu | 18:12.8 | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 12. | | 11 | Isaac Kaiser | 18:13.6PR | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 13. | | 10 | Logan Moore | 18:23.1 | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 14. | | 11 | Lewis Kerwin | 18:27.6 | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 15. | | 10 | Daniel Frentzko | 18:36.6PR | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 16. | | 10 | Brent Corning | 18:38.7 | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 17. | | 12 | Jared Hooper | 18:54.5PR | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 18. | | 11 | Corey Collins | 19:06.6PR | OR | Hosanna Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 19. | | 12 | Casey Torres | 19:10.1PR | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 20. | | 10 | Jordan Muntz | 19:11.0PR | OR | Hosanna Christian (Closed 2021) | Oct 7
| Chieftan Cross Country Invitational |
| 21. | | 10 | Matthew Eyman | 19:12.8 | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 22. | | 10 | Matt Zaiger | 19:13.0 | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 23. | | 9 | Clark Snyder | 19:23.4PR | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 24. | | 9 | Vladimir Jensen | 19:23.7 | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 25. | | 11 | Ryan Dillard | 19:24.0PR | OR | Glendale | Oct 26
| District Meet, Special District 6 |
| 26. | | 11 | Luke Ovgard | 19:25.2 | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 27. | | 11 | Tony Zamudio | 19:26.9PR | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 28. | | 12 | John Shaw | 19:28.0PR | OR | Hosanna Christian (Closed 2021) | Sep 12
| Crusader Invitational |
| 29. | | 10 | Orel Dima | 19:29.5PR | OR | Canyonville Christian | Oct 26
| District Meet, Special District 6 |
| 30. | | 11 | Stephen Griffin | 19:34.9PR | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 31. | | 11 | Matt Wing | 19:46.5PR | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 32. | | 10 | Marty Stiles | 19:48.6 | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 33. | | 10 | Tim Stieglitz | 19:49.0 | OR | Cascade Christian | Oct 19
| Rogue River Multi-team Meet |
| 34. | 16 | 10 | Noah Cunningham | 19:59.7PR | OR | New Hope Christian | Oct 26
| District Meet, Special District 6 |
| 35. | 18 | 12 | Ben Bowdoin | 20:00.0 | OR | New Hope Christian | Sep 12
| Crusader Invitational |
| 36. | | 11 | Kelvin Cashatt | 20:16.9PR | OR | Glendale | Oct 26
| District Meet, Special District 6 |
| 37. | 16 | 11 | Ryan Garcia | 20:17.0 | OR | New Hope Christian | Oct 7
| Chieftan Cross Country Invitational |
| 38. | | 10 | Alex Street | 20:27.0PR | OR | St Mary's | Sep 9
| Yreka Elks Invitational |
| 39. | 18 | 11 | Cristian Rentero | 20:28.6PR | OR | New Hope Christian | Oct 26
| District Meet, Special District 6 |
| 40. | | 12 | Scott Williston | 20:31.4PR | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 41. | | 12 | Aaron Dady | 20:36.8PR | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 42. | | 9 | Bryan Rodriquez | 21:19.0 | OR | Cascade Christian | Oct 19
| Rogue River Multi-team Meet |
| 43. | | 10 | Ben Thorpe | 21:23.0 | OR | Triad Christian (Closed 2021) | Oct 7
| Chieftan Cross Country Invitational |
| 44. | | 11 | Martin Bicondoa | 21:39.8 | OR | Hosanna Christian (Closed 2021) | Oct 14
| State of Jefferson Cross Country Invitational |
| 45. | | 11 | Max McKinnon | 21:43.3PR | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 46. | | 11 | Colby Hanson | 21:45.3PR | OR | Hosanna Christian (Closed 2021) | Oct 14
| State of Jefferson Cross Country Invitational |
| 47. | 18 | 10 | Kelly Hagopian | 21:46.6PR | OR | New Hope Christian | Oct 26
| District Meet, Special District 6 |
| 48. | | 9 | Lou Gambee | 22:04.3PR | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 49. | | 10 | Jake McGuire | 22:06.0 | OR | Glendale | Oct 7
| Chieftan Cross Country Invitational |
| 50. | | 10 | Matt Voelkel | 22:06.5 | OR | Lakeview | Oct 26
| District Meet, Special District 6 |
| 51. | | 10 | Michael Vincent | 22:19.0PR | OR | Hosanna Christian (Closed 2021) | Oct 7
| Chieftan Cross Country Invitational |
| | | 11 | Kevin Kannenwischer | 22:19.0PR | OR | Triad Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 53. | | 11 | Ben Whitman | 22:34.0PR | OR | Lakeview | Sep 23
| Northwest Classic Cross Country Invitational |
| 54. | | 11 | Steve Sagert | 22:52.3 | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 55. | | 11 | Josh Peters | 23:00.0PR | OR | Hosanna Christian (Closed 2021) | Oct 7
| Chieftan Cross Country Invitational |
| 56. | | 9 | Alex Gentry | 23:13.9 | OR | St Mary's | Oct 26
| District Meet, Special District 6 |
| 57. | | 10 | Shane Moritz | 23:15.0PR | OR | Glendale | Oct 7
| Chieftan Cross Country Invitational |
| 58. | | 9 | Chris Bates | 23:49.0PR | OR | St Mary's | Sep 23
| Northwest Classic Cross Country Invitational |
| 59. | 16 | 10 | Pepe Feito Sanchez | 23:50.8PR | OR | New Hope Christian | Oct 26
| District Meet, Special District 6 |
| 60. | | 12 | Kevin Chan | 24:27.1PR | OR | Cascade Christian | Oct 26
| District Meet, Special District 6 |
| 61. | 15 | 10 | Brett Jaynes | 24:42.0 | OR | New Hope Christian | Sep 23
| Northwest Classic Cross Country Invitational |
| 62. | 14 | 9 | Zach Watkins | 25:28.8 | OR | New Hope Christian | Oct 14
| State of Jefferson Cross Country Invitational |
| 63. | | 11 | Andy Achleithner | 25:37.4PR | OR | Hosanna Christian (Closed 2021) | Oct 26
| District Meet, Special District 6 |
| 64. | 16 | 10 | Tim Hillier | 27:27.0PR | OR | New Hope Christian | Oct 19
| Rogue River Multi-team Meet |
| 65. | | 10 | Ryan Arnberg | 27:41.6PR | OR | Glendale | Oct 26
| District Meet, Special District 6 |
| 66. | | 12 | Daniel Peters | 27:57.4PR | OR | Glendale | Oct 14
| State of Jefferson Cross Country Invitational |
| 67. | | 10 | Matt Austin | 28:23.0PR | OR | Glendale | Oct 7
| Chieftan Cross Country Invitational |
| 68. | | 9 | Bart Celie | 29:17.8PR | OR | Canyonville Christian | Oct 26
| District Meet, Special District 6 |
| 69. | | 10 | Kenny Hagopian | 32:45.0PR | OR | New Hope Christian | Sep 30
| The Umpqua Invitational |
| 70. | | 10 | Garret LoVerde | 33:42.0PR | OR | Hosanna Christian (Closed 2021) | Sep 12
| Crusader Invitational |
| 71. | | 10 | Kyle Du Boise | 34:20.0PR | OR | Glendale | Sep 12
| Crusader Invitational |
| 72. | | 9 | Brandon Kruk | 37:58.0 | OR | Canyonville Christian | Oct 19
| Rogue River Multi-team Meet |
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