| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 16 | 11 | Michael Maiorano I | 9:31.3 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 2. | 16 | 11 | Connor Singer | 9:49.1 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 3. | 15 | 10 | Logan Law | 9:51.8PR | OR | Milwaukie | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 4. | 16 | 10 | Mason Weisgerber | 9:57.3PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 5. | | 11 | Ben McClelland | 10:02.9PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 6. | | 12 | Olaf Coffey | 10:10.0PR | OR | Klamath Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 7. | | 11 | Jacob McClelland | 10:23.5PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 8. | 17 | 12 | Ben Sheirbon | 10:42.3PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 9. | | 12 | Patrick Clayburn | 10:48.0PR | OR | North Valley | Jul 31
| So.Ore.Covid19 Virtual Run |
| 10. | | 11 | Caden Edwards | 10:48.3PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 11. | | 10 | Taylor Fox | 10:51.0PR | OR | Union | Mar 6
| Union XC 2 Mile Time Trial |
| 12. | | 11 | Chase Wallace | 10:55.2 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 13. | | 10 | DJ Scott | 10:57.0 | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 14. | | 11 | Adam Cannon | 10:59.0 | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 15. | | 11 | Luke Suchoski | 11:01.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 16. | 17 | 11 | Rowen Suchoski | 11:07.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 17. | | 12 | Jonathan Reed | 11:14.0PR | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| 18. | | 11 | Nate Lindsay | 11:24.0PR | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| 19. | | 11 | Tristen Yates | 11:24.3PR | OR | Parkrose | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 20. | | 11 | James Grant | 11:25.1PR | OR | Parkrose | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 21. | 15 | 10 | Nathan Wilde | 11:28.0PR | OR | Wilsonville | Oct 8
| Time Trial(2 Mile and 1 Mile) |
| | | 12 | Israel O'Reilly | 11:28.0 | OR | Union | Mar 6
| Union XC 2 Mile Time Trial |
| 23. | | 12 | Kyle Lam | 11:30.0PR | OR | Wilsonville | Oct 8
| Time Trial(2 Mile and 1 Mile) |
| 24. | 14 | 12 | Gage Ekstrom | 11:31.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 25. | | 12 | Sulaiman Ssemakula | 11:35.5PR | OR | Parkrose | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 26. | | 9 | Carter Harmon | 11:38.0 | OR | Klamath Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 27. | | 12 | Caden Keyston | 11:38.4PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 28. | | 11 | Nick Scott | 11:40.0PR | OR | Wilsonville | Oct 8
| Time Trial(2 Mile and 1 Mile) |
| 29. | | 12 | Connor Williams | 11:48.9 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 30. | | 11 | Justin Ball | 11:53.0PR | OR | North Valley | Jul 31
| So.Ore.Covid19 Virtual Run |
| 31. | 15 | 10 | Sean Colyer | 11:56.6PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 32. | | 12 | Rowan Bush | 11:58.5PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 33. | | 10 | Grant Carli | 11:59.7PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 34. | | 12 | Spencer Moore | 12:02.0PR | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| | | 9 | Eli Williams | 12:02.0 | OR | Union | Mar 6
| Union XC 2 Mile Time Trial |
| 36. | | 10 | Anthony Herrera-Alo... | 12:05.3PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 37. | 15 | 10 | Cody Arnold | 12:09.0 | OR | St Mary's | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| | | 9 | Kellen Rapp | 12:09.0PR | OR | Wilsonville | Oct 29
| Wilsonville Time Trial (Track) |
| 39. | | 10 | Brandon Nguyen | 12:10.3PR | OR | Parkrose | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 40. | 17 | 12 | Griffin Barron | 12:11.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 41. | | 10 | Gage Nichols | 12:13.0PR | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 42. | | 10 | Isaac Black | 12:16.0 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| | 16 | 10 | Talbot Friesen | 12:16.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 44. | | 10 | Micah Gaede | 12:17.0 | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| 45. | | 12 | Tannyr Rose | 12:24.0 | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| | | 12 | Carter Blackburn | 12:24.0 | OR | Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| | 18 | 12 | Andrew Morton | 12:24.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 48. | | 10 | Connor Olsen | 12:25.0 | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| 49. | | 11 | David Noble | 12:26.0 | OR | St Mary's | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 50. | | 11 | Logan Diaz McNeal | 12:27.0 | OR | St Mary's | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 51. | | 12 | Jonathan McDonald | 12:28.0 | OR | Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 52. | | 11 | Tyson Palodichuk | 12:29.4PR | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 53. | | 12 | Monte Kirby | 12:39.0 | OR | Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 54. | | 12 | Colby Garnett | 12:41.0PR | OR | Wilsonville | Oct 8
| Time Trial(2 Mile and 1 Mile) |
| 55. | | 9 | Colby Shuldberg | 12:48.0PR | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 56. | 15 | 9 | Connor Larsen | 12:48.5PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 57. | 18 | 12 | Lucas Forshee | 12:51.0PR | OR | Waldport | Mar 10
| Taft Invitational |
| 58. | | 11 | Nolan Rapp | 12:55.8PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 59. | | 10 | Isaac Barnes | 13:01.0 | OR | Klamath Union | Jul 31
| So.Ore.Covid19 Virtual Run |
| 60. | | 11 | Luis Villalobos | 13:04.0PR | OR | Lakeview | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 61. | | 12 | Carter Troha | 13:05.2PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 62. | | 9 | Logan Pedro | 13:06.0 | OR | Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 63. | | 12 | David Higa | 13:08.0 | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 64. | | 9 | David Burt | 13:08.7PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 65. | 15 | 9 | Daniel Heycke | 13:10.0 | OR | St Mary's | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 66. | | 10 | Evan Wallman | 13:13.4 | OR | South Medford | Feb 20
| 2 Mile Time Trial |
| 67. | | 11 | Elric Clark | 13:20.0PR | OR | Klamath Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| | | 11 | Jayden Thiessen | 13:20.0PR | OR | Wilsonville | Oct 29
| Wilsonville Time Trial (Track) |
| 69. | | 10 | Sam Solomon | 13:21.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 70. | 18 | 11 | Skyler Perkins | 13:24.0PR | OR | Union | Mar 26
| Ascension School Time Trial |
| 71. | | 10 | Devin Butler | 13:28.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 72. | | 12 | Caleb Nugent | 13:30.0PR | OR | North Valley | Jul 31
| So.Ore.Covid19 Virtual Run |
| 73. | | 10 | Maiko Pruett | 13:33.2PR | OR | Toledo | Mar 10
| Taft Invitational |
| 74. | | 10 | Cooper Fitch | 13:33.5PR | OR | Taft | Mar 10
| Taft Invitational |
| 75. | | 11 | Zach Ketcham | 13:39.0PR | OR | Lakeview | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 76. | | 9 | Taiki Ogawa | 13:44.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 77. | | 10 | Caleb Beers | 13:48.0 | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 78. | | 10 | Theo Janeway | 13:49.0PR | OR | St Mary's | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 79. | | 12 | Jackson Rapp | 13:58.0 | OR | Wilsonville | Oct 8
| Time Trial(2 Mile and 1 Mile) |
| 80. | | 10 | Cole Schiffer | 14:01.0PR | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| | | 11 | Noah Stanfield | 14:01.0PR | OR | Klamath Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 82. | 15 | 9 | Kittridge Dominguez | 14:04.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 83. | 16 | 11 | Brennen Elshaug | 14:06.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 84. | 16 | 9 | Carson Jackson | 14:10.0PR | OR | Scappoose | Mar 10
| McCormick Relays |
| 85. | | 11 | Isaac Lee | 14:17.0 | OR | Union | Mar 6
| Union XC 2 Mile Time Trial |
| 86. | | 11 | James McCrum | 14:23.9PR | OR | Waldport | Mar 10
| Taft Invitational |
| 87. | | 10 | Carson Plahn | 14:25.0PR | OR | St Helens | Mar 10
| McCormick Relays |
| 88. | | 11 | Boaz Simonds | 14:25.7PR | OR | Toledo | Mar 10
| Taft Invitational |
| 89. | | 11 | Blake Breitler | 14:27.0PR | OR | Cascade Christian | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 90. | | 10 | Liam Morgan | 14:27.6PR | OR | Waldport | Mar 10
| Taft Invitational |
| 91. | | 10 | Austin Skelton | 14:31.0PR | OR | Cascade Christian | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 92. | | 11 | Caden Perry | 14:32.8PR | OR | Parkrose | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 93. | 16 | 11 | Miguel Pimienta | 14:32.9PR | OR | Nestucca | Mar 10
| Taft Invitational |
| 94. | 16 | 11 | Isaac Hiveley | 14:33.6PR | OR | Milwaukie | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 95. | | 9 | Taylor Dial | 14:35.0 | OR | South Medford | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |
| 96. | | 9 | Enrique Islas | 14:47.1PR | OR | Taft | Mar 10
| Taft Invitational |
| 97. | | 9 | Tyler Mauldin | 14:48.0PR | OR | St Helens | Mar 10
| McCormick Relays |
| 98. | | 9 | Kevin Bruce | 14:52.3PR | OR | Wilsonville | Mar 4
| Milwaukie, Parkrose @ Wilsonville |
| 99. | | 10 | Angelo Cruz Garcia | 14:59.1 | OR | Taft | Mar 10
| Taft Invitational |
| 100. | | 12 | Adam Lewis | 15:20.0PR | OR | Union | Aug 21
| Hoka One One National Postal 2 Mile (local ev... |