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| Time | Date | Name | Team | Meet |
|---|---|---|---|---|
| 4:32.08 | Feb. 11, 2016 | Will McCauley | Wheaton College (Illinois) | College Conference of Illinois & Wisconsin Championships |
| 4:33.32 | Dec. 4, 2015 | Will McCauley | Wheaton College (Illinois) | Wheaton Invitational |
| 4:33.58 | Feb. 13, 2014 | Will McCauley | Wheaton College (Illinois) | College Conference of Illinois & Wisconsin Championships |
| 4:34.44 | Jan. 31, 2009 | Stephen Schranck | Carthage College | Wisconsin Private College Championships |
| 4:38.05 | Feb. 10, 2005 | Tyler Leehaug | Carthage College | CCIW Championships |
| 4:42.42 | Feb. 14, 2002 | Dan Lloyd | Millikin University | CCIW Championships |
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