WDKS first signed on the air on November 1, 1990 as WEKX and later changed call letters to WSYZ in 1991 and WJPS in 1992. Originally an FM Talk station, they eventually switched to an Adult Top 40 format with the call letters WDKS in 1997.
Under the ownership of then-parent Clear Channel, WDKS switched formats to Top 40 Mainstream and was rebranded as 106.1 Kiss FM, "All of Today's Best Music," in 2001, putting them in direct competition with the more established rival WSTO. After Clear Channel spun WDKS and its sister stations to Regent Communications (now Townsquare Media) in 2003, Regent retained WDKS's format and the "KISS-FM" trademark.
On February 12, 2007, WDKS' musical direction initially leaned more Rhythmic, but after a month into the new direction the Pop/Rock product once again showed up on the station, only to once again move back toward a Rhythmic direction the following August. The shift to Rhythmic resulted in WDKS filling this format void in Evansville. But by March 2008, WDKS returned to a Top 40/CHR direction. The station added Kidd Kraddick's morning show in May 2008. In 2012 the Kidd Kraddick morning show was dropped, and now The Robs Radio Show with Kat Mykals runs every morning from 6-10AM.
Notable personalities on KISS include, The Rob, Kat Mykals, Chandelle, Ryan O' Bryan, Melissa Awesome, and Nino InCognito.