Career
Kalkanov started his career with Lokomotiv Plovdiv. He took part in the 1985 Fédération internationale de football association World Youth Championship with Bulgaria, making three appearances in that tournament. Kalkanov then played in Hong Kong for Instant-Dict and Happy Valley, and in Malaysia for Selangor and Kelantan.
He played for the Hong Kong League XI at the 1998 Dynasty Cup, 2000 Guangdong–Hong Kong Cup and the Carlsberg Cup in 2000 and 2001.
In 1998, he also made an appearance as part of the Hong Kong League XI against the Bulgarian national football team in a friendly match.