| Time | Date | Name | Meet |
|---|---|---|---|
| 3:57.26 | Feb. 21, 2020 | Cooper Hawkins | College Conference of Illinois & Wisconsin Championships |
| 3:57.93 | Feb. 15, 2019 | Cooper Hawkins | College Conference of Illinois & Wisconsin Championships |
| 4:00.17 | Feb. 16, 2018 | Cooper Hawkins | College Conference of Illinois & Wisconsin Championships |
| 4:00.66 | Feb. 17, 2012 | Kyle Drake | College Conference of Illinois & Wisconsin Championships |
| 4:01.42 | Dec. 3, 2011 | Kyle Drake | Carthage CollegeSwimming Classic |
| 4:02.05 | March 16, 2007 | Stephen Schranck | NCAA Division III Mens Championships |
| 4:06.02 | Feb. 10, 2006 | Stephen Schranck | CCIW Swimming Championships |
| 4:06.13 | Nov. 19, 2005 | Stephen Schranck | Minnesota Invitational |
| 4:07.22 | Feb. 11, 2005 | Nathaniel Chapman | CCIW Championships |
| 4:09.89 | Feb. 14, 2003 | Nathaniel Chapman | CCIW Swimming Championships |
| 4:26.62 | Feb. 15, 2002 | Brian Mertens | CCIW Championships |
