[4] His debut was in the 1993 Hong Kong TVB biographical television drama The Chord to Victory, portraying Kenny Bee, a member of The Wynners, after joining the network as a dancer.

In 1995, Chung moved to Taiwan to pursue a singing career under the guidance of record producer Samuel Tai, subsequently signing a contract with Music Impact.

In December 1995, Chung released his second album, By Your Side, which earned him a title as Taiwan's Best Idol for two years in the row.

Chung also contributed to the soundtrack of the film, singing the theme song "Ai Bu Shi Shou".

In October, he released his first Cantonese album titled Present, officially embarking onto the Hong Kong music industry.

In 2006, Chung starred in Secret History of Kangxi, portraying a famous Chinese poet Nalan Xingde.

Upon its release in mainland China in October, the album topped the charts and Chung won the Best Male Stage Performance at the Beijing Pop Music Awards.

[16] Chung was once again nominated for the award the subsequent year with his performance in the wuxia drama The Magic Blade (2012), adapted from Gu Long's novel of the same title.

[22] In 2015, Chung starred in the romance melodrama in My Sunshine, based on the novel Silent Separation written by Gu Man.

[24] The same year, he announced his directorial debut, Sandglass, a youth movie adapted from best-selling author Rao Xueman's book by the same name.

[27] In 2016, Chung starred in the action comedy film Bounty Hunters, directed by Shin Terra, alongside Tiffany Tang and Korean actor Lee Min-ho.

[29] Chung then played the antagonist in crime drama film Three, which also stars Zhao Wei and Louis Koo.

[31] In 2017, Chung starred in the historical romance drama General and I, adapted from the novel A Lonesome Fragrance Waiting to be Appreciated, alongside Angelababy.

In 2020, Chung starred in historical romance drama The Sword and the Brocade alongside actress Tan Songyun.