| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 10 | Rylee Miller | 16:11.5 | WI | Jefferson | Oct 4
| Chocolate City Invite |
| 2. | | 11 | Jesse Paucek | 16:31.2PR | WI | Jefferson | Oct 4
| Chocolate City Invite |
| 3. | | 10 | Chris Pahnke | 16:54.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 4. | | 12 | Nicholas Knoche | 17:07.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 5. | | 12 | Brody Kazik | 17:14.1PR | WI | East Troy | Oct 4
| Chocolate City Invite |
| 6. | | 11 | Marcos Kinder | 17:16.2 | WI | McFarland | Nov 1
| WIAA Division 2 State Championships |
| 7. | | 11 | Alex Anason | 17:17.5 | WI | Jefferson | Oct 4
| Chocolate City Invite |
| 8. | | 12 | Kyle Swain | 17:21.0PR | WI | Turner | Sep 30
| Rock Valley South Meet (HS, MS) |
| 9. | | 11 | Dietrich Schwoerer | 17:22.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 10. | | 11 | Skyler Sendelbach | 17:22.6 | WI | Evansville | Sep 16
| Rock Valley Classic |
| 11. | | 11 | Brandon Hass | 17:28.3 | WI | McFarland | Sep 13
| River Valley Blackhawk Invitational |
| 12. | | 12 | Fletcher Strahan | 17:29.8 | WI | Big Foot | Oct 9
| Westosha Central Falcon Invite |
| 13. | | 12 | Jon Zimdars | 17:33.9PR | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 14. | | 12 | Sam Mischio | 17:34.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 15. | | 12 | James Ehlen | 17:34.5PR | WI | Whitewater | Sep 16
| Marshall Cardinal Invite |
| 16. | | 12 | Noah Turecek | 17:41.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 17. | | 10 | Ryan Stube | 17:44.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 18. | | 10 | Tyler Knieriem | 17:55.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 19. | | 12 | Guenter Schwoerer | 17:56.7PR | WI | McFarland | Sep 13
| River Valley Blackhawk Invitational |
| 20. | | 11 | Peter Aehl | 17:58.0 | WI | McFarland | Sep 16
| Rock Valley Classic |
| | | 11 | Peter Speckman | 17:58.0 | WI | Brodhead/Juda | Sep 30
| Rock Valley South Meet (HS, MS) |
| 22. | | 10 | Travis Berryman | 17:59.6PR | WI | Big Foot | Oct 9
| Westosha Central Falcon Invite |
| 23. | | 10 | Bernhard Lerchegger | 18:11.4PR | WI | Big Foot | Oct 9
| Westosha Central Falcon Invite |
| 24. | | 10 | Jimmy King | 18:15.7 | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 25. | | 9 | Brice Enright | 18:23.0 | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| 26. | | 10 | Tim Felton | 18:27.9PR | WI | Jefferson | Oct 25
| WIAA Division 2 Sectional 7 |
| 27. | | 12 | Cj Hack | 18:30.8PR | WI | Brodhead/Juda | Sep 16
| Rock Valley Classic |
| 28. | | 12 | Austin Wells | 18:31.3PR | WI | McFarland | Sep 13
| River Valley Blackhawk Invitational |
| 29. | | 9 | Sam Marrese-Wheeler | 18:33.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 30. | | 12 | Jarad Bartelt | 18:33.3PR | WI | Jefferson | Oct 4
| Chocolate City Invite |
| 31. | | 10 | Blake Burns | 18:42.0 | WI | Brodhead/Juda | Sep 30
| Rock Valley South Meet (HS, MS) |
| 32. | | 10 | Nolan Dallas | 18:42.7 | WI | East Troy | Oct 4
| Chocolate City Invite |
| 33. | | 9 | Chris Nix | 18:43.7 | WI | Edgerton | Sep 13
| River Valley Blackhawk Invitational |
| 34. | | 10 | Alex Diaz | 18:50.3 | WI | Parkview | Oct 25
| WIAA Division 3 Sectional 6 |
| 35. | | 10 | Nate Ciabatti | 18:56.0 | WI | Brodhead/Juda | Sep 30
| Rock Valley South Meet (HS, MS) |
| 36. | | 10 | Reuben Larson | 18:58.4 | WI | Brodhead/Juda | Oct 25
| WIAA Division 2 Sectional 6 |
| 37. | | 11 | Josh Pickel | 18:58.9PR | WI | Brodhead/Juda | Oct 16
| Rock Valley Conference Meet |
| 38. | | 12 | Nathan Barrett | 18:59.3PR | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 39. | | 9 | Mason Spencer | 19:01.0 | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 40. | | 11 | AJ Gildner | 19:02.7PR | WI | Whitewater | Sep 12
| Whitewater Whippet Challenge |
| 41. | | 12 | Brandon Robinson | 19:02.8PR | WI | Evansville | Oct 11
| Baertschi Invite |
| 42. | | 12 | Logan Sievers | 19:08.0PR | WI | Palmyra-Eagle | Sep 30
| Rock Valley South Meet (HS, MS) |
| 43. | | 11 | Dylan Moser | 19:13.0PR | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| 44. | | 9 | Evan Spencer | 19:16.0 | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 45. | | 9 | Brandon Grazioso | 19:18.6PR | WI | Evansville | Sep 16
| Rock Valley Classic |
| 46. | | 11 | Thad Hahn | 19:20.0 | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| 47. | | 12 | Alfredo Gomez | 19:20.3PR | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 48. | | 12 | Tyler Fridley | 19:23.1PR | WI | East Troy | Oct 4
| Chocolate City Invite |
| | | 12 | Jason Shelbourn | 19:23.1PR | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 50. | | 11 | Gabe Braam | 19:24.1PR | WI | East Troy | Sep 6
| Verona Invitational |
| 51. | | 11 | Ben Vegter | 19:26.0 | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| 52. | | 10 | Josh Soderstrom | 19:28.0 | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 53. | | 11 | Dyllan Pekrul | 19:32.0PR | WI | Palmyra-Eagle | Sep 30
| Rock Valley South Meet (HS, MS) |
| | | 9 | Henry Malueg | 19:32.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 55. | | 9 | Jacob Korf | 19:35.0 | WI | Whitewater | Sep 16
| Marshall Cardinal Invite |
| | | 9 | Trevor Speich | 19:35.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 57. | | 9 | Tommy Schueller | 19:36.0 | WI | Palmyra-Eagle | Sep 30
| Rock Valley South Meet (HS, MS) |
| 58. | | 11 | Jakob Harper | 19:36.3 | WI | Brodhead/Juda | Sep 16
| Rock Valley Classic |
| 59. | | 9 | Jacob Fox | 19:40.5 | WI | Edgerton | Sep 13
| River Valley Blackhawk Invitational |
| 60. | | 11 | Sam Foley | 19:42.7 | WI | East Troy | Sep 16
| Rock Valley Classic |
| 61. | | 12 | Wentao Guo | 19:43.2PR | WI | Whitewater | Sep 16
| Marshall Cardinal Invite |
| 62. | | 10 | Kelcye Demara | 19:43.8 | WI | East Troy | Oct 4
| Chocolate City Invite |
| 63. | | 9 | Jaden Gallardo | 19:44.3 | WI | Jefferson | Sep 11
| Ladish Invite |
| 64. | | 12 | Tad Harnack | 19:47.0PR | WI | Brodhead/Juda | Sep 30
| Rock Valley South Meet (HS, MS) |
| 65. | | 11 | Eric Seeliger | 19:48.0 | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 66. | | 10 | Allen Herrell | 19:48.1 | WI | East Troy | Oct 4
| Chocolate City Invite |
| 67. | | 10 | Jonathan Van Veen | 19:49.1PR | WI | McFarland | Oct 4
| Dick McKichan Platteville Invitational |
| 68. | | 10 | Evan Henning | 19:50.0PR | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| 69. | | 11 | Brian Lefeber | 19:52.0 | WI | Clinton | Sep 30
| Rock Valley South Meet (HS, MS) |
| | | 9 | McNurlen Isaac | 19:52.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 71. | | 12 | Ben Stockman | 19:53.3PR | WI | Parkview | Sep 16
| Rock Valley Classic |
| 72. | | 12 | Zach Sterner | 19:53.5 | WI | McFarland | Oct 4
| Dick McKichan Platteville Invitational |
| 73. | | 12 | Nick Lehman | 19:56.6PR | WI | Evansville | Sep 16
| Rock Valley Classic |
| 74. | | 10 | Zach Gennrich | 20:01.9PR | WI | McFarland | Sep 16
| Rock Valley Classic |
| 75. | | 12 | Uli Perez | 20:04.3PR | WI | Turner | Oct 25
| WIAA Division 2 Sectional 7 |
| 76. | | 12 | Jason Hataj | 20:04.4 | WI | Edgerton | Oct 11
| Baertschi Invite |
| 77. | | 9 | Elliot McCulloch | 20:07.0 | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 78. | | 11 | Casey Paulson | 20:07.7PR | WI | McFarland | Sep 16
| Rock Valley Classic |
| 79. | | 10 | Dylan Schneider | 20:10.1 | WI | Jefferson | Oct 4
| Chocolate City Invite |
| 80. | | 11 | Jacob Cunningham | 20:13.5PR | WI | Evansville | Oct 11
| Baertschi Invite |
| 81. | | 12 | Ulises Perez | 20:15.8PR | WI | Turner | Sep 16
| Rock Valley Classic |
| 82. | | 10 | Corey Prohaska | 20:17.0PR | WI | Edgerton | Oct 11
| Baertschi Invite |
| 83. | | 9 | Jakob Gmur | 20:20.8PR | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 84. | | 11 | Patrick Engen | 20:21.0 | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 85. | | 9 | Bryan Bartlett | 20:22.8 | WI | Evansville | Sep 27
| Reedsburg Invitational |
| 86. | | 9 | Zach Draeving | 20:23.0 | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 87. | | 11 | Nick Ciabatti | 20:27.1 | WI | Brodhead/Juda | Oct 25
| WIAA Division 2 Sectional 6 |
| 88. | | 12 | Sebastian Albermann | 20:33.6PR | WI | Clinton | Sep 16
| Rock Valley Classic |
| 89. | | 11 | Charlie Ward | 20:35.0 | WI | East Troy | Oct 4
| Chocolate City Invite |
| 90. | | 9 | Griffin Isaacsen | 20:37.0 | WI | Palmyra-Eagle | Oct 25
| WIAA Division 3 Sectional 8 |
| 91. | | 10 | Justin Brantmeier | 20:42.4 | WI | Whitewater | Oct 4
| Chocolate City Invite |
| 92. | | 12 | Joe Soberg | 20:42.5PR | WI | Big Foot | Oct 9
| Westosha Central Falcon Invite |
| 93. | | 12 | Ian Kelly | 20:42.8PR | WI | McFarland | Oct 16
| Rock Valley Conference Meet |
| 94. | | 10 | Colt Peterson | 20:44.0PR | WI | Parkview | Sep 30
| Rock Valley South Meet (HS, MS) |
| 95. | | 11 | Nate Tennis | 20:44.2PR | WI | Jefferson | Sep 16
| Rock Valley Classic |
| 96. | | 11 | Dillon Kleyn | 20:48.9PR | WI | Clinton | Oct 11
| Baertschi Invite |
| 97. | | 12 | Daniel McCue | 20:50.8PR | WI | Edgerton | Oct 11
| Baertschi Invite |
| 98. | | 11 | Paul Bernhagen | 20:51.0PR | WI | McFarland | Oct 9
| Koshkonong Klassic |
| 99. | | 10 | Owen Provenzano | 20:52.8PR | WI | Jefferson | Sep 30
| Rock Valley North Meet |
| 100. | | 11 | Shane Swing | 20:57.4 | WI | Turner | Sep 16
| Rock Valley Classic |