He took an active part in the resistance against the policy of Serbianization in Yugoslav Macedonia.
In an unsuccessful attempt to escape, he was shot in the chest, and was returned to prison to serve his sentence.
Chkatrov participated in the establishment of the Bulgarian Action Committees in Prilep in 1941.
[2] After the accession of most of Vardar Macedonia to Bulgaria in the same year he was closely involved in the establishment of civic Bulgarian national clubs.
In 1945 Dimitar Chkatrov was arrested by the new Yugoslav communist authorities and accused of being pro-Bulgarian fascist collaborator.