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, March 7 | 2024-25 | Home Harrisonburg, Va.  | W4-3  | |
| Saturday, February 3 | 2023-24 | Away Williamsburg, Va.  | L2-5  | |
| Saturday, March 4 | 2022-23 | Home Harrisonburg, Va.  | L2-5  | |
| Saturday, February 26 | 2021-22 | Away Williamsburg, Va.  | L1-6  | |
| Saturday, March 27 | 2020-21 | Home Harrisonburg, Va.  | L3-4  | |
| Sunday, January 26 | 2019-20 | Away Williamsburg, Va.  | L1-6  | |
| Saturday, March 17 | 2017-18 | Away Williamsburg, Va.  | L0-7  | |
| Sunday, April 17 | 2015-16 | Away Williamsburg, Va.  | L2-5  | Recap | 
| Saturday, February 28 | 2014-15 | Away Williamsburg, Va.  | L1-6  | |
| Sunday, March 23 | 2013-14 | Away Williamsburg, Va.  | L1-6  | Recap | 
| Saturday, April 20 | 2012-13 | Away Williamsburg, VA  | L2-4  | Recap | 
| Saturday, March 30 | 2012-13 | Away Williamsburg, Va.  | L3-4  | Recap | 
| Saturday, March 31 | 2011-12 | Away Williamsburg, Va.  | W4-1  | Recap | 
| Sunday, January 16 | 2010-11 | Away Williamsburg, Va.  | L1-6  | Recap | 
| Saturday, February 27 | 2009-10 | Away Williamsburg, Va.  | L1-6  | Recap | 
| Friday, April 17 | 2008-09 | Neutral Norfolk, Va.  | L1-4  | Recap | 
| Sunday, February 22 | 2008-09 | Away Williamsburg, Va.  | L1-6  | Recap | 
| Sunday, February 17 | 2007-08 | Away Williamsburg, Va.  | L0-7  | Recap | 
| Friday, April 20 | 2006-07 | Away Newport News, Va.  | L0-4  | Recap | 
| Sunday, February 11 | 2006-07 | Away Williamsburg, Va.  | L0-7  | Recap | 
| Friday, April 21 | 2005-06 | Neutral Newport News, Va.  | L0-4  | |
| Sunday, February 12 | 2005-06 | Away Williamsburg, Va.  | L0-7  | |
| Sunday, February 13 | 2004-05 | Away Williamsburg, Va.  | L2-5  | |
| Saturday, February 22 | 2002-03 | Away Williamsburg, Va.  | L0-7  | |
| Saturday, February 9 | 2001-02 | Away Williamsburg, Va.  | L1-6  | |
| Wednesday, April 11 | 2000-01 | Away Williamsburg, Va.  | L0-8  | |
| Saturday, February 26 | 1999-00 | Away Williamsburg, Va.  | L0-7  | |
| Saturday, February 20 | 1998-99 | Away Williamsburg, Va.  | L3-4  | |
| Saturday, April 12 | 1996-97 | Away Williamsburg, Va.  | L1-6  | |
| Friday, April 19 | 1995-96 | Away Williamsburg, Va.  | W4-1  | |
| Sunday, March 17 | 1995-96 | Home Harrisonburg, Va.  | W4-1  | |
| Friday, April 21 | 1994-95 | Neutral Norfolk, Va.  | W4-0  | |
| Saturday, March 11 | 1994-95 | Away Williamsburg, Va.  | W4-3  | |
| Saturday, April 16 | 1993-94 | Home Harrisonburg, Va.  | W4-0  | |
| Sunday, April 10 | 1993-94 | Away Williamsburg, Va.  | L3-4  | |
| Wednesday, March 10 | 1992-93 | Neutral Tampa, Fla.  | L3-4  | |
| Sunday, March 29 | 1991-92 | Away Williamsburg, Va.  | L1-5  | |
| Saturday, April 20 | 1990-91 | Home Harrisonburg, Va.  | W5-2  | |
| Saturday, March 23 | 1990-91 | Neutral Greenville, N.C.  | W5-4  | |
| Saturday, April 14 | 1989-90 | Away Williamsburg, Va.  | W6-3  | |
| Saturday, April 15 | 1988-89 | Away Williamsburg, Va.  | W6-3  | |
| Saturday, March 26 | 1987-88 | Away Williamsburg, Va.  | L4-5  | |
| Saturday, September 26 | 1987-88 | Home Harrisonburg, Va.  | W6-3  | |
| Saturday, March 28 | 1986-87 | Home Harrisonburg, Va.  | W5-4  | |
| Friday, September 26 | 1986-87 | Home Harrisonburg, Va.  | L4-5  | |
| Friday, April 4 | 1985-86 | Away Williamsburg, Va.  | W5-4  | |
| Friday, April 19 | 1984-85 | Home Harrisonburg, Va.  | W7-2  | |
| Thursday, April 5 | 1983-84 | Away Williamsburg, Va.  | W7-2  | |