Flisar joined the FIS Freestyle Skiing World Cup in 2008. His World Cup debut performance in the 2007–08 season was a ski cross competition on 6 March 2008 in Grindelwald, Switzerland where he did not receive any points. In the 2008–09 season he also competed in his first and also the only half-pipe World Cup event.
In 2012, at the Winter X Games XVI in Aspen, he achieved second place in the ski cross event.
2012: Ski Cross title
On 11 January 2012 in Alpe d'Huez he won his first World Cup victory. He won a total of three World Cup races in that season.[3] In the 2011–12 season he won the discipline title in ski cross and was fifth in overall ranking.