The following is a listing of all Pioneer Press Chicago newspapers, as of 2014:[needs update]
In 2005, Hollinger merged the 80-year-old Lerner Newspapers chain into Pioneer Press, Pioneer's first real inroads into the city of Chicago. Despite announcements by Publisher Larry Green that Pioneer intended to "grow" the Lerner Papers, over the course of the next six months, Pioneer dumped the venerable Lerner name, shut down most of its editions and laid off most of its employees. Subsequently, the Sun-Times ceased production of Skyline, the Booster and News-Star, the remaining members of the Lerner group, eliminated the jobs, and sold the titles to Oak Park-based Wednesday Journal. In 2014, the Pioneer Press newspapers were sold to the Chicago Tribune Media Group.