Like many, Jagjit's first love could not be reached. Recalling his days, he says, "I loved a girl. I was not interested in studies. In some classes, I spend two years". When asked, If I was not a singer, I would have been a Dhobi. It was a habit to see movies without the permission of the father and to enter the movie hall by bribing the gatekeeper.
In childhood, he inherited music from his father. Jagjit started learning classical music for two years with Pandit Chagan Lal Sharma in Ganganagar. He went further and learned the nuances of Khayal, Thumri and Dhrupad from the Ustad of Senia Gharana Jamal Khan Sahib. Father's wish was that his son would go to the Indian Administrative Service (IAS), but Jagjit had a tune of becoming a singer.
His interest in music during his studies at Kurukshetra University, Vice Chancellor Professor Suraj Bhan gave a lot of excitement to Jagjit Singh ji. He came to Mumbai in 1965. Here is a period of struggle. He used to stay as a paying guest and singing jingles for advertising or singing in the wedding ceremony etc. Jagjit had met Chitra ji in 1967. Two years later both of them got married in 1969.