He paved his way into modeling through the TV reality show Mammootty, The Best Actor Award, in Asianet.
Chakalakkal was first featured in an album, Atma,[1] in the song "Mounam Melle" along with Pushpa Mathew.
His first character role in Jean Paul Lal's directorial debut, Honey Bee.
He played the role of Nizam Rowther in the 2014 Indian Malayalam-language period thriller film, Iyobinte Pusthakam.
In 2019, he starred in the lead role in the thriller movie Vaarikkuzhiyile Kolapaathakam, with his portrayal of a young hotheaded priest earning him praise.