Completed Event: Men's Tennis versus Milwaukee Tennis Classic on September 25, 2025 ,
MTEN
 Final 

 James Madison 

vs Milwaukee Tennis Classic
Date  | Season  | Location  | Score  | Media  | 
|---|---|---|---|---|
| Friday, January 31 | 2024-25 | Away Richmond, Va.  | L2-5  | |
| Sunday, January 22 | 2022-23 | Away Richmond, Va.  | L0-5  | |
| Friday, September 23 | 2022-23 | Away Richmond, Va.  | ||
| Saturday, February 27 | 2020-21 | Away Richmond, Va.  | L0-7  | |
| Wednesday, February 12 | 2019-20 | Home Harrisonburg, Va.  | L1-6  | |
| Wednesday, March 20 | 2018-19 | Away Richmond, Va.  | L1-6  | |
| Sunday, January 18 | 2014-15 | Away Richmond, Va.  | L0-5  | |
| Saturday, January 18 | 2013-14 | Away Richmond, Va.  | L0-5  | Recap | 
| Sunday, January 20 | 2012-13 | Away Richmond, Va.  | L1-4  | Recap | 
| Sunday, April 1 | 2011-12 | Away Richmond, Va.  | L0-7  | Recap | 
| Friday, April 15 | 2010-11 | Away Richmond, Va.  | L1-6  | Recap | 
| Saturday, January 23 | 2009-10 | Away Richmond, Va.  | L0-5  | Recap | 
| Saturday, January 17 | 2008-09 | Away Richmond, Va.  | L1-4  | Recap | 
| Friday, January 18 | 2007-08 | Away Richmond, Va.  | L0-5  | Recap | 
| Saturday, January 20 | 2006-07 | Away Richmond, Va.  | L0-5  | Recap | 
| Saturday, January 21 | 2005-06 | Away Richmond, Va.  | L0-5  | |
| Friday, January 21 | 2004-05 | Away Richmond, Va.  | L0-5  | |
| Saturday, January 24 | 2003-04 | Away Richmond, Va.  | L0-5  | |
| Friday, January 24 | 2002-03 | Away Richmond, Va.  | L0-5  | |
| Sunday, January 27 | 2001-02 | Away Richmond, Va.  | L0-5  | |
| Saturday, April 21 | 2000-01 | Away Richmond, Va.  | L0-4  | |
| Friday, January 26 | 2000-01 | Away Richmond, Va.  | L0-4  | |
| Saturday, April 15 | 1999-00 | Away Richmond, Va.  | L0-4  | |
| Saturday, February 12 | 1999-00 | Away Richmond, Va.  | L1-4  | |
| Saturday, April 17 | 1998-99 | Away Richmond, Va.  | L0-4  | |
| Friday, February 12 | 1998-99 | Away Richmond, Va.  | L0-4  | |
| Friday, February 7 | 1996-97 | Away Richmond, Va.  | L0-5  | |
| Saturday, April 20 | 1995-96 | Neutral Williamsburg, Va.  | L0-4  | |
| Sunday, February 7 | 1992-93 | Away Richmond, Va.  | L0-5  | |
| Friday, February 14 | 1991-92 | Away Richmond, Va.  | L1-4  | |
| Thursday, March 21 | 1990-91 | Away Richmond, Va.  | L1-5  | |
| Saturday, March 24 | 1989-90 | Home Harrisonburg, Va.  | W5-0  | |
| Monday, April 3 | 1988-89 | Away Richmond, Va.  | W5-1  | |
| Friday, April 1 | 1987-88 | Home Harrisonburg, Va.  | W7-2  | |
| Saturday, October 3 | 1987-88 | Home Harrisonburg, Va.  | W5-1  | |
| Friday, March 20 | 1986-87 | Away Richmond, Va.  | L4-5  | |
| Tuesday, March 18 | 1985-86 | Home Harrisonburg, Va.  | W5-4  | |
| Friday, October 4 | 1985-86 | Home Harrisonburg, Va.  | W6-3  | |
| Monday, March 19 | 1983-84 | Home Harrisonburg, Va.  | W  | |
| Saturday, October 8 | 1983-84 | Home Harrisonburg, Va.  | W5-4  | |