| Event | Year | Name | Record |
|---|---|---|---|
| 5000m | 2024 | Grady Lenn | 15:03.8 Nightfall Classic 920, Winagamie GC |
| 5000m | 2024 | Noah Zhang | 16:02.8 WIAA Sectional - Manitowoc |
| 5000m | 1989 | Craig Wagner | 16:05 WIAA State Championship - The Ridges |
| 5000m | 2024 | Chase Deshzer | 16:09.4 WIAA Sectional - Manitowoc |
| 5000m | 2011 | Austin Gokey | 16:12.1 De Pere Red Bird Invite |
| 5000m | 2019 | Andrew Lopez | 16:17 WIAA State Championship - The Ridges |
| 5000m | 1984 | Jamie Williams | 16:17.3 WIAA State Championship - Christmas Mountain Village |
| 5000m | 2015 | Danial Vopal | 16:25.7 FRCC Championship - Colburn Park |
| 5000m | 2024 | Daniel Zhang | 16:33.1 WIAA Sectional - Manitowoc |
| 5000m | 2017 | Max Streichert | 16:34.3 WIAA Sectional - Ashwaubenon |
| Event | Year | Name | Record |
|---|---|---|---|
| 5000m | 2022 | Hope Dragseth | 18:36.9 Freedom Invitational |
| 5000m | 2019 | Aisa Longnecker | 18:43 WIAA State Championship - The Ridges |
| 5000m** Converted from 4000m | 2000 | Caitlin Shannon | 18:43.0 WIAA State Championship - The Ridges |
| 5000m | 2022 | Emma Coon | 19:08.1 Mishicot Invitational |
| 5000m | 2014 | Olivia De Cleene | 19:14.6 WIAA State Championship - The Ridges |
| 5000m | 2023 | Jessica Rolain | 19:33.8 Mishicot Invitational |
| 5000m | 2023 | Bella Heideman | 19:34.1 WIAA Sectional - Manitowoc |
| 5000m | 2019 | Jordan Muelemans | 19:37.2 WIAA Sectional - Green Bay East |
| 5000m | 2018 | Kylie Trousil | 19:43.9 Kimberly Invitational |
| 5000m | 2016 | Hailey Dorn | 19:45.6 WIAA Sectional - Manitowoc |
| 5000m | 2021 | Natalie Novak | 20:13.7 WIAA Sectional - Manitowoc Fall Championships - Blackhawk GC |