In 1938-39 the Club improved on the previous season by finishing fifth in the League, in the process beating our previous best aggregate of 82 goals by scoring 88. Of this total Ron Head scored 38 in addition to his 7 in Cup ties. He was easily the highest scorer in the Isthmian League, but he still did not eclipse the Club record held by Doc Dowden. Harry Stannard was the second highest scorer with 27 goals. The Club were finalists in the Surrey Senior Cup but were beaten 3-2 by Kingstonian at Selhurst Park even though they fought back strongly after being three down in the first eighteen minutes. The Dons line-up for that game was: G. King, J. Fuller, C. George, J. Black, F. Lemmer, J. Blanche, J. Nash, H. Stannard, A. Head, M. Ringrose and A. Stevens.

At Easter the Club again toured Holland, accompanied by the Mayor and Mayoress of Wimbledon - Major and Mrs. H. A. Crowe. The new Supporters' Club, in their first season, presented the Club with a donation of 30 guineas (£31.50).