 It was a disappointing league season for Rangers, however, as they finished in fifth place in the League with Kilmarnock winning the championship.1965–66 proved to be Caldow's last season at Rangers and he made only three appearances, the last being a 3–2 defeat to Falkirk on 9 March 1966.During his 13 years with the club, he made a total of 407 appearances.