Starting off his career by working in music videos and advertisements, Kapoor made his Bollywood debut as a background dancer in Subhash Ghai's Taal (1999).

Four years later, he made his debut as a lead in Ishq Vishk (2003) and won a Filmfare Best Male Debut Award for his performance. Following through with acclaimed performances in films like Fida (2004) and Shikhar (2005), he had his first commercial success with Sooraj R. Barjatya's Vivah (2006), and followed it up with Jab We Met (2007) and Kaminey (2009) which are also his biggest commercial successes so far.