| Rank | Time | Student | Grade | School | Year | |
| 1 | 8:48.76 | Connor Burns | | Southern Boone | 2021 | Class 3 |
| 2 | 8:54.92 | Austin Patrick Hindman | | Lafayette (Wildwood) | 2017 | Class 5 |
| 3 | 8:57.23 | Matt Tegenkamp | | Lee's Summit | 2000 | Class 4 |
| 4 | 9:00.95 | Chris Borsa | | Christian Brothers College | 1984 | |
| 5 | 9:01.03 | Charles Krasnoff | | Ladue Horton Watkins | 2021 | Class 5 |
| 6 | 9:03.37 | Austin Patrick Hindman | | Lafayette (Wildwood) | 2016 | |
| 7 | 9:05.01 | Jason Sandfort | | West Plains | 2001 | |
| 8 | 9:07.48 | Jason Pyrah | | Willard | 1987 | Class 3 |
| 9 | 9:08.74 | Josh Mathis | | Potosi | 2007 | Class 3 |
| 10 | 9:09.59 | Jason Pyrah | | Willard | 1986 | Class 3 |
| 11 | 9:10.29 | Devin Christopher Meyrer | | Lafayette (Wildwood) | 2016 | Class 5 |
| 12 | 9:15.11 | Tanner Talley | | New Covenant Academy | 2021 | Class 2 |
| 13 | 9:26.55 | Alan Heincker | | Grandview (Hillsboro) | 2000 | Class 2 |
| 14 | 9:29.13 | Caleb Hoover | | College Heights Christian | 2009 | Class 2 |
| 15 | 9:30.82 | Tyler Rush | | Linn | 2013 | Class 2 |
| 16 | 9:32.56 | Riley Blay | Sr | West Nodaway | 2023 | Class 1 |
| 17 | 9:36.74 | Seth Summerside | | College Heights Christian | 2002 | Class 1 |
| 18 | 9:37.44 | Riley P Gorham | | Hardin-Central | 2016 | Class 1 |
| 19 | 9:38.29 | Colten Green | | Macks Creek | 2003 | Class 1 |