North Central men's cross country won its 13th national title in program history during the fall of 2009, while the North Central men's indoor track and field team captured the 2010 national championship.

The Cardinals made their clean sweep by winning the men's outdoor track and field title in the spring of 2010.

Illinois Wesleyan won the conference's second women's basketball national title in 2012.

Coached by Jim Ott to both Championships and led by Drew Pershing and Ben Johnson in 2019 and Jimmy Morton, Andrew Abel and Rob Wuethrich in 2021.

In 2007, Rose–Hulman Institute of Technology, located in Terre Haute, Indiana, joined the CCIW as an associate member for men's and women's swimming.

[5] After 2017, Rose–Hulman left as an associate member shortly before its full-time home of the Heartland Collegiate Athletic Conference (HCAC) announced it would add swimming.

Greenville University, which had moved its men's volleyball program from the single-sport Midwest Collegiate Volleyball League to the CCIW in 2019–20, downgraded the sport from varsity to club status after that school year.

The CCIW announced the inclusion of men's volleyball for the 2020 season (2019–20 school year), with bowling (an NCAA sport for women only) added in 2020–21.