Initially, in 1919, WIS 89 traveled north along present-day US 14 and WIS 89 itself from IL 23 (part of it is now US 14) at the Illinois state line to WIS 12 (later US 12, now
Bus. US 12) in Whitewater. In 1924, WIS 89 was extended northward to Waterloo via WIS 12 (now US 12), WIS 26, and WIS 107. Only WIS 107 was removed in favor of WIS 89 south of Waterloo and turning the section north of Waterloo to local control. In 1933, US 14 was extended east from Winona, Minnesota to Chicago, Illinois. This extension included a southernmost portion of WIS 89 south of WIS 11. However, US 14 did not supersede that portion of WIS 89. As a result, both routes run concurrently with each other in one section. In 1947, US 14 superseded WIS 89, resulting in WIS 89 being removed from the state line to the US 14/WIS 11 junction. Also, WIS 89 extended north to Columbus, superseding CTH-C (former portion of WIS 107) in the process. In 1991, WIS 89 was moved westward from WIS 26, superseding CTH-Q and bypassing Jefferson in the process. In 2005, WIS 89 moved away from downtown Whitewater to a bypass that avoids the downtown area. As a result, half of the former segment turned to local control while half turned to Bus. US 12. ==Major intersections==