He was the eldest child to his parents. When his father, Chaudhary Devi Lal, was in jail fighting for the rights of farmers, being the eldest member of the family after his parents, he had to left his studies in between to fulfil his responsibilities.In 1977, he was caught at the Delhi airport in a case of wristwatch smuggling. When his father came to know this, he disowned him for years.Later, he entered politics and continued his studies. In 1989, when his father was appointed as the Deputy Prime Minister of India, he appointed his son, Om Prakash Chautala as the Chief Minister of Haryana.Om Prakash Chautala has been the Chief Minister of Haryana State five times.His father, Chaudhary Devi Lal has been served as the Chief Minister of Haryana from 1977 to 1979 and from 1987 to 1989 and also as the 6th Deputy Prime Minister of India from 1989 to 1991.In 2012, he appeared in an episode of the show, Kya Aap Paanchvi Pass Se Tez Hain?. The show was hosted by Shah Rukh Khan. Om Prakash Chautala on the sets of Kya Aap Paanchvi Pass Se Tez Hain.In 2013, after founding guilty in the JBT Recruitment Scam, he was sentenced to 10 years imprisonment by a New Delhi court along with his son, Ajay Singh Chautala, and he has been in jail since 2013. Om Prakash Chautala after Founding Guilty in JBT Recruitment Scam.In an interview, his son, Abhay Singh Chautala told that He has been in prison for the last four-and-a-half years. My father thought of putting his time to best use and pursue his studies. He often visits the Tihar jail library, where he reads books and newspapers. He also asks the jail staff to arrange for his favourite books..In 2014, his daughter-in-law and Ajay Singh Chautalas wife, Naina Singh Chautala, the first woman from the Chautala Family, who elected for the first time and won the elections after defeating a Congress contender with a margin of more than 1 lakh votes. Om Prakash Chautalas daughter-in-law Naina Singh Chautala.