Hendry Antonay started playing football like most children in his neighbourhood in the Austin Town suburb of Bengaluru. The 18-year-old went on to play football for the academy sides of Ozone FC and Pune FC. Antonay was the captain of the U-15 team of former Hero I-League club Pune FC. He was at the Pune FC academy for almost two years and from there he was called into the Indian setup in 2015 after the selection trials in Mumbai, where former coach Nicolai Adam spotted him. He signed for Chennaiyin in January 2018 alongside many AIFF Academy graduates and played for their B side.