Sources: Through 2018, the SIUE softball team had had only two head coaches in its history. The program was begun by Cindy Jones in 1974–75. In fourteen seasons, Jones' teams were 376–201, with two trips to the Association for Intercollegiate Athletics for Women Division II National Tournament and two invitations to the NCAA Division II Softball Championship tournament while competing as a Division II independent. Current coach Sandy Montgomery took over the Cougars in 1989, with SIUE continuing as an independent and earning its third invitation to the Division II playoffs before joining the Great Lakes Valley Conference in 1996. In thirteen seasons as members of the GLVC, the Cougars won or shared seven regular season division or conference titles and five conference tournament championships. They earned ten trips to the NCAA Division II playoffs, including two spots in the Division II College World Series, and won the NCAA Division II National Softball Championship in 2007. In 2008–09, SIUE athletics began the transition into Division I, and the Cougars joined the Ohio Valley Conference in 2011. On April 9, 2014, the Cougars defeated the Saint Louis Billikens 4–1 at SLU. The win was Coach Sandy Montgomery's 900th coaching win, making her the 39th coach in NCAA softball history to reach that milestone. Coach Montgomery's record since assuming the reins in 1989 through the end of the 2014 regular season is 914–462–2. On May 10, 2014, the softball Cougars became the first SIUE team to win an OVC championship in any sport. Rain and thunderstorms shortened the tournament, played at University Field at Jacksonville State, with the losers bracket being cancelled, while the 2ndseeded Cougars and the 4th seeded Murray State Racers were the last two undefeated teams. The Cougars scored early, with four home runs in the first two innings, and defeated the Racers 12–1, with the game halted after 6 innings by the mercy rule. The squad also became the first SIUE team to qualify for an NCAA Division I tournament since the 1982 men's soccer team, when that sport had been the university's only Division I program before the school's transition to Division I for all sports began in 2008. In late July 2018, Sandy Montgomery suddenly announced her early retirement. Assistant coach Jessica Jones was naed as interim head coach for the 2019 season.
Records by year
All–Americans
Through the years, fifteen Cougar softball players were named Division II All–Americans:
