The station began broadcasting in 1948 as WFMF, owned by Field Enterprises. WFMF aired a beautiful music format, and its programming was used for over the airbackground music in stores. The station's studios and transmitter were originally located at the Carbide & Carbon Building. In 1957, WFMF was sold to Maurice, Lois, Jerome, and Lucille Rosenfield, for $125,000. By the mid-1950s, it had the fifth most listeners of any Chicago station during evening hours. In 1955, the FCC attempted to force stations airing "functional music" to confine such programming to subcarriers. WFMF's owners successfully challenged this FCC rule in court, with the station's large listenership among the general public being cited by the United States Court of Appeals in their 1958 ruling. In 1959, WFMF became the first beautiful music FM station to be listed in a Hooper Ratings book. In 1966, the station was sold to Century Broadcasting for $450,000. In 1970, its transmitter was moved to the John Hancock Center, while its studios were moved there the following year. In May 1974, the station's call letters were changed to WLOO, with the "L" often written in lower case to resemble a "1" to reflect its "FM-100" branding. The station continued to air a beautiful music format; mostly instrumental renditions of pop songs along with some soft vocalists. In the late 1970s, it was the second most listened to station in Chicago. During this time, a version of its format known as the "FM 100 Plan" was syndicated by Darrell Peters to over 100 other stations across the country. Through the 1980s, WLOO continued airing an easy listening format, albeit with more vocals by AC artists and fewer by standards artists.
WXEZ-FM
In 1988, the call letters changed to WXEZ-FM, standing for "Extra Easy". The station evolved to a soft AC format, playing more vocals and fewer instrumentals. The station was simulcast on WXEZ AM 820. Its owner, Century Broadcasting, lost an age discrimination suit that was filed by announcers who they had fired and replaced with younger announcers when the station became WXEZ.
WPNT-FM
On November 16, 1990, the station's call letters were changed to WPNT-FM, branded as "The Point", and it began airing a hot AC format, playing hits of the 1980s and current product. The station was initially simulcast on WPNT AM 820, but in early January 1991, its AM sister was taken off the air as its owner disposed of its transmitter site. In 1994, Steve Cochran began hosting morning drive. In 1996, Fred Winston replaced Cochran as morning host. In spring 1997, WPNT was sold to Evergreen Media for $73 million. At this time the station was branded "Chicago's 100.3" with the slogan "The Radio Station That Picks You Up & Makes You Feel Good", playing hot AC, including 1980s and 1990s hits, along with currents. When Evergreen acquired WPNT, Chancellor and Evergreen were in the process of completing their merger. The newly formed Chancellor would own too many stations in the Chicago market per FCC ownership limits. As a result WLUP and WPNT were sold to Bonneville International, which already owned hot AC station WTMX.
WNND
WPNT was musically close to WTMX; so, on October 6, 1997, at 10 a.m., WPNT adopted an adult contemporary format branded "Windy 100". That month, the station's call letters were changed to WNND to match the new moniker. The first song on "Windy" was "Forever Young" by Rod Stewart. On December 10, 2002, the station rebranded as "100.3 WNND" and shifted to an 80s/90s hits format. WNND also carried the nighttime request and dedication show "Love Notes", hosted by John Symons.
WILV
On November 5, 2004, at 7 a.m., the station adopted a rhythmic-leaning AC/rhythmic oldies format as "100.3 Love FM," and its call sign was changed to WILV. In 2006, Tommy Edwards joined "Love FM" as afternoon host, moving to mornings in 2007. Edwards would later host weekends before leaving for 104.3 WJMK in 2011. In 2008, the station again became known as "Chicago's 100.3" and it aired an adult contemporary format. On June 7, 2010, at 1 p.m., WILV became "Rewind 100.3", airing a 1980s based classic hits format, along with some music from 1970s and 1990s. Bonneville announced the sale of WILV, as well as 16 other stations, to Hubbard Broadcasting on January 19, 2011. The sale was completed on April 29, 2011. The station would gradually evolve back to adult contemporary. Cara Carriveau joined WILV as evening host in January 2013, moving to afternoons in July 2014. Carriveau remained with the station until March 2018. On December 1, 2013, WILV rebranded back to the "Chicago's 100.3" moniker.
WSHE-FM
On March 2, 2015, WILV relaunched under new WSHE-FM call letters retaining the same fulltime air staff. In May 2020, the station's weekday airstaff included Brooke & Jeffrey, Lisa Kosty, Jay Styles.
