| 8K TIME | RUNNER | DATE | MEET |
| 25:04.5 | Jonathan Stern | 11/11/17 | NCAA Div. III Midwest Regional (Augustana) |
| 25:18.5 | Jorge Villanueva | 10/27/18 | Midwest Conference Championships (Lake Forest) |
| 25:27.8 | Jorge Villanueva | 11/10/18 | NCAA Div. III Midwest Regional (Eau Claire) |
| 25:30.5 | Philip Wilson | 11/11/17 | NCAA Div. III Midwest Regional (Augustana) |
| 25:39.1 | Jorge Villanueva | 10/6/18 | Gene Davis Invitational (Lawrence) |
| 25:39.5 | Jonathan Stern | 10/28/17 | Midwest Conference Championships (Illinois College) |
| 25:47.2 | Jorge Villanueva | 9/21/18 | Brissman-Lundeen Invitational (Augustana) |
| 25:50.6 | Jorge Villanueva | 10/28/17 | Midwest Conference Championships (Illinois College) |
| 25:59.6 | Jorge Villanueva | 11/17/18 | NCAA Div. III Championships (Oshkosh) |
| 26:00.4 | Christian Aldana | 11/11/17 | NCAA Div. III Midwest Regional (Augustana) |
| 26:04.9 | Christian Aldana | 11/10/18 | NCAA Div. III Midwest Regional (Eau Claire) |
| 26:05.4 | Jorge Villanueva | 11/14/15 | NCAA Div. III Midwest Regional (Augustana) |
| 26:06.2 | Jorge Villanueva | 10/13/18 | UW-Oshkosh Kollege Town Sports Invitational |
| 26:05.7 | Sintayehu Regassa | 11/14/15 | NCAA Div. III Midwest Regional (Augustana) |
| 26:07.3 | Phillip Wilson | 10/28/17 | Midwest Conference Championships (Illinois College) |
| 26:08.0 | Philip Wilson | 11/16/19 | NCAA Div. III Midwest Regional (Oshkosh) |
| 26:08.3 | Jonathan Stern | 11/12/16 | NCAA DIv. III Midwest Regional (Oshkosh) |
| 26:09.3 | Philip Wilson | 10/27/18 | Midwest Conference Championships (Lake Forest) |
| 26:09.7 | Mansur Soeleman | 11/15/14 | NCAA Div. III Midwest Regional (Oshkosh) |
| 26.10.1 | Christian Aldana | 9/9/16 | Spartan Classic (Aurora) |
| 26:11.66 | Mansur Soeleman | 11/1/14 | Midwest Conference Championships (Lawrence) |
| 26:13.2 | Philip Wilson | 10/19/19 | UW-Oshkosh Kollege Town Sports Invitational |
| 26:13.5 | Jorge Villanueva | 9/14/18 | Forester Invitational |
| 26:16.8 | Dan Hankosky | 11/13/04 | NCAA Div. III Midwest Regional (Augustana) |
| 26:17.3 | Jonathan Stern | 9/25/15 | Brissman-Lundeen Invitational (Augustana) |
