50 Free
| Place | Name | Time | Year |
| 1 | Devon Meeks | 20.73 | 2009 |
| 2 | Sheldon Hatlen | 21.18 | 2013 |
| 3 | Frank Haney | 21.36 | 2015 |
| 3 | Eric Ertl | 21.36 | 2001 |
| 5 | Conor Manning | 21.47 | 2012 |
| 6 | David Stern | 21.57 | 2009 |
| 7 | Max Hubbard | 21.61 | 2010 |
| 7 | Eric Haseman | 21.61 | 1990 |
| 9 | Tony Wolff | 21.63 | 2004 |
| 10 | Tim Sjobeck | 21.72 | 1991 |
| 11 | Sjon Swanson | 21.75 | 2000 |
| 12 | Josh Sikorski | 21.76 | 2024 |
| 13 | Micah Fulmer | 21.79 | 2006 |
| 14 | Kevin Micklo | 21.81 | 1996 |
| 15 | Rob Kendall | 21.92 | 1993 |
| 16 | Will Durfee | 22.14 | 2025 |
| 17 | Scott Holbrook | 22.15 | 1998 |
| 18 | James Conner | 22.17 | 2000 |
| 19 | Todd Duvick | 22.19 | 1986 |
| 20 | Luke Dowell | 22.2 | 2011 |
| 21 | Jackson Preusse | 22.34 | 2024 |
| 22 | Tom Braun | 22.42 | 1996 |
| 23 | Jared Breiter | 22.43 | 1997 |
| 24 | Cole Forgey | 22.44 | 2020 |
| 25 | David Baker | 22.46 | 2011 |
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