Starting in 1979, Swirsky hosted a nightly sports radio show on WCFL where he talked Chicago sports with callers. Swirsky then moved to WLUP where he provided afternoon sports updates and hosted a Sunday night sports radio show from 9-11 PM thru 1981. During this time, Swirsky was named the Chicago Bulls public address announcer from 1980 to 1983. Swirsky next joined WGN radio in 1981 and remained through the mid-1990s. Swirsky hosted various sports talk shows and provided sports updates. While he was with WGN, he also did play-by-play for DePaul games alongside former coach Ray Meyer and also did Chicago Bears pre-game and post-game coverage. He also made frequent appearances on the Bob Collins radio show discussing Chicago sports, with Collins dubbing him "The Swirsk" as a nickname. During his time at WGN, a man dressed as Max Headroom hijacked a broadcast of Doctor Who and made a mocking reference to Swirsky, calling him "a frickin' liberal". Bruce Wolf frequently parodied Swirsky with a fictional character, "Chet Chitchat", which is a blended caricature of Chicago sportscasters Chet Coppock and Swirsky. During his time at WGN Radio, Swirsky filled in as a sports anchor on an occasional basis at WGN-TV. Swirsky left WGN for Detroit where he did play-by-play for University of Michigan basketball in the mid-1990s. He was also sports director for WJR radio. Rob Pelinka was among his Michigan color commentators. Swirsky next moved to Toronto to become the play-by-play voice of the Toronto Raptors during the 1998–99 NBA season, first on the radio then for television beginning in 2001. On March 23, 2007, Swirsky was honored by the Raptors when they gave out 18,000 bobbleheads with his likeness. He was known for his famous "Salami & Cheese" phrase, which was used to advertise Raptors game packs during the 2007–08 season. Another catch phrase was "Onions, Baby, Onions." This was said when a player makes a three-point shot, and was used to advertise Raptors NBA TV HD. He became a Canadian citizen on January 14, 2008. During the middle of his tenure in Toronto, Swirsky also hosted a sports radio show on CJCL called The Chuck Swirsky Show. Swirsky took listeners' calls and provided sports news with the show ending on July 31, 2008. On May 6, 2008, Swirsky left the organization for personal reasons related to his family. His vacated position was filled by Matt Devlin. He has since returned to Chicago to carry out the radio play-by-play for the Chicago Bulls on its flagship station WMVP, which is the same station as Swirsky's first employer, WCFL. He has also called Chicago White Sox games in 2015 on a fill-in basis as substitution for the current play by play broadcaster, Ken "The Hawk" Harrelson. On September 7, 2016, Swirsky was inducted into the Chicagoland Sports Hall of Fame. In May 2018, Swirsky was inducted in to the Illinois Basketball Coaches Association Hall of Fame and the WGN Radio Walk of Fame. Chuck Swirsky is married to Ann Swirsky. They have three children.