The Presidents’ Cup is awarded to the conference member institution that accumulates the most points based on its regular season finish in the conference standings. The highest point total is awarded to the first-place team depending on how many schools sponsor the sport in the Maryland JUCO. 

The conference began the award 2005-06 season when it was earned by one member institution, and in 2010, Maryland JUCO awarded two Presidents' Cups, one to the winner of the best women's program and one for the best men's programs.

Congratulations to Harford Community College for winning the men's and women's cups for three consecutive seasons (2016-17, 2017-18, 2018-19) and the women's cup for seven straight years.

Final 2018-19 Men's Standings
Final 2018-19 Women's Standings

Past Winners

2017-18
Men - Harford Community College
Women - Harford Community College

2016-17
Men - Harford Community College
Women - Harford Community College

2015-16
Men - Montgomery College
Women - Harford Community College 

 2014-15
Men - Harford Community College
Women - Harford Community College

 2013-14
Men - Montgomery College
Women - Harford Community College

 2012-13
Men - Hagerstown Community College
Women - Harford Community College

2011-12
Men - Hagerstown Community College
Women - Montgomery College-Rockville

2010-11
Men - Hagerstown Community College
Women - Montgomery College-Rockville 

2009-10
Hagerstown Community College

2008-09
Anne Arundel Community College

2007-08
Hagerstown Community College 

2006-07
Montgomery College-Germantown

2005-06
Prince George's Community College