In 2010, he portrayed Arjun Burman, an investment banker opposite Sonam Kapoor's eponymous lead in the ensemble romantic comedy Aisha, which also starred Ira Dubey, Cyrus Sahukar, Amrita Puri, Anand Tiwari, Arunoday Singh and Lisa Haydon. In 2011, Deol starred in Zoya Akhtar's ensemble comedy-drama road film Zindagi Na Milegi Dobara alongside Hrithik Roshan, Farhan Akhtar, Katrina Kaif and Kalki Koechlin. The story follows 3 friends, who have been inseparable since childhood, had him play the role of Kabir, an architect. They set off to Spain on a bachelor trip for Kabir who is set to be married to Natasha, an interior designer played by Koechlin. He trained to be a deep-sea diver for the film which was filmed in Spain. The film opened to high critical acclaim and grossed ₹1.53 billion (US$21 million) worldwide, surpassing Dhoom 2 in the worldwide gross, becoming the ninth-highest worldwide-grosser of all time for a Bollywood film, at the time of its release. Zindagi Na Milegi Dobara won Best Film among other awards, and Deol received a nomination for Best Supporting Actor for his performance in the film.