| Name | Time | Date | Meet |
|---|---|---|---|
| Harry Carpenter | 5:07.16 | Feb. 17, 2017 | 2017 Midwest Conference Championships |
| Harry Carpenter | 5:08.89 | Feb. 13, 2015 | 2015 Midwest Conference Championships |
| Harry Carpenter | 5:20.58 | Nov. 8, 2014 | Illinois vs. Knox, Millikin, Principia |
| Harry Carpenter | 5:24.50 | Nov. 1, 2014 | Beloit vs. Illinois Tech, Knox |
| Patrick Inness | 5:33.34 | Nov. 12, 2011 | Monmouth Invitational |
| Jeff Wickman | 5:37.33 | Feb. 18, 2011 | Midwest Conference Championships |
| Jeff Wickman | 5:58.21 | Nov. 15, 2008 | 2008 Monmouth Invitational |
