Chipchura began his major junior career with the Prince Albert Raiders of the Western Hockey League (WHL) in 2002–03.
On March 25, 2006, Chipchura was signed to a three-year entry-level contract by the Canadiens and joined AHL affiliate the Hamilton Bulldogs to complete the 2005–06 season.
[2] After five seasons within the Coyotes organization, Chipchura left the NHL as a free agent and signed his first contract abroad, agreeing to a one-year deal with Slovakian outfit HC Slovan Bratislava of the KHL on July 17, 2016.
On June 2, 2017, Chipchura continued in the KHL, moving to Chinese outfit HC Kunlun Red Star on a one-year deal.
[4] At the conclusion of the 2017–18 season, having seen his production drop to just 11 points in 56 games, Chipchura opted to return to Slovan Bratislava as a free agent, agreeing to a one-year deal on July 17, 2018.