Are you someone who grew up watching Malayalam films? Then you have to be a Dileep fan. This man has entertained us for decades. His movies are hilarious and heartwarming. And his recent release, his 150th film, is no different. Prince and Family is exactly what you’d expect from a true-blue Dileep film. No wonder it ended up being the sixth highest-grossing Malayalam film of 2025. So, if you watched Prince and Family on ZEE5, or just came across its trailer and sparked a newfound interest in his films, here are some of the best Dileep movies to watch on ZEE5. Trust me, his Malayalam movies are like comfort food. They’re warm, familiar, and seriously addictive. Without waiting a second, let’s jump right in.
1. Prince and Family(2025)
Let’s start with his latest film, shall we? Prince and Family is Dileep’s 150th film. In this film, you find him playing a single man in his late 30s. Despite being a gifted fashion designer with his own bridal boutique, Prince isn’t able to find his princess(pun intended). The reason? He finds silly flaws in every woman he meets. That is, until he meets Chinju. She is his exact opposite, and yet, somehow, unexpectedly, they get married. And that’s when the real fun begins. The film has heart, humor, and everything you’d expect from a typical Malayalam entertainer. Watch Prince and Family on ZEE5 and you’ll know what I mean.
Watch it when: You want a feel-good family entertainer with a side of giggles.
2. Pavi Caretaker(2023)
Time for another comedy flick! Pavi Caretaker is one of those movies that just makes you happy. Dileep plays a quirky, overly-involved caretaker whose helpful nature often ends in chaos. Pavi lives a sad life, that is, until his landlady rents the upper portion of his house to a woman. Having never met her, Pavi starts exchanging notes with her. This leads to him falling in love with this stranger. Will their paths ever unite? Only one way to find out: get the Simply South ZEE5 Add-on(available in select countries) and watch Pavi Caretaker on ZEE5!
Watch it when: You want something light, funny, and oh-so-relatable.
3. My Santa(2019)
Need a little Christmas cheer, no matter what month it is? My Santa is a sweet, magical tale featuring Dileep. In this, he plays a mysterious man dressed like Santa Claus. He arrives to meet Isa, an orphan girl who wishes to meet Santa so that she can meet her parents in heaven. Will this Santa fulfil her wish? Watch My Santa on ZEE5 and find out.
Watch it when: You’re in the mood for a feel-good fantasy with a big heart.
4. Pinneyum(2016)
Okay, time to switch gears. Pinneyum is nothing like your typical Dileep flick. It’s dark, intense, and directed by none other than Adoor Gopalakrishnan. The story is inspired by the real-life murder of Chacko by Sukumara Kurup. It dives into some deep stuff like identity, crime, and consequences. It follows Purushottaman Nair as he stages his own death to earn insurance money. The film also features his current wife, Kavya Madhavan, in her last role before getting married.
Watch it when: You want to see Dileep in a role that’ll surprise the heck out of you.
5. Ivan Maryadaraman(2015)
This one’s pure family comedy with a clever twist. Dileep visits his ancestral home, only to find out the family wants him dead(yikes!). But since he’s a guest, they can’t harm him until he steps outside. So, he stays put, and the result is absolutely hilarious! Get the Simply South Add-on(available in select countries) and watch Ivan Maryadaraman on ZEE5!
Watch it when: You love wacky plots and smart comedy.
6. Mr. Marumakan(2012)
Dileep as an advocate trying to outwit a fiercely independent all-women household? Yes please. Mr. Marumakan is all about sass vs class. With punchy dialogues and a whole lot of family drama, this one’s a fan favorite. Get the ZEE5 Add-On Simply South(available in select countries) and watch Mr. Marumakan movie online on ZEE5!
Watch it when: You’re in the mood for laughter with a dash of sass.
7. Kochi Rajavu(2005)
A total blast from the past! Kochi Rajavu is a classic 2000s Dileep film. It’s loud, colorful, action-filled, and super entertaining. He plays a born royal and former prisoner whose past keeps catching up with him. There’s romance, goons, and lots of punchlines. All you need is a Simply South Add-on(available in select countries), and you can stream this Dileep classic on ZEE5.
Watch it when: You want pure masala magic with a hint of nostalgia.
Ready to Binge on Dileep Movies Online?
There you have it! Those are 11 of my absolute favorite Dileep movies that every fan must watch, at least once. Some of these films feature him in a comic role, while others show a darker side. Either way, every single movie on this list proves what a great actor Dileep is. So, start with his latest film, Prince and Family, and then continue watching some of the best Dileep movies online on ZEE5. It’s high time you discover(or rediscover) why Dileep has been a fan favorite for so long.
And now, if you’re wondering what to watch after you finish this list, don’t worry. You can watch Mohanlal movies, Mammooty movies, Tovino Thomas movies, and more on ZEE5. Simply get a ZEE5 subscription and start streaming!
