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At the close of the World War II, the ¿ì²¥ÊÓƵ initiated a Ten Year Plan to increase recreational opportunities in under-served and rapidly-growing areas of the City. Among the neighborhoods identified for park development was Oakdale, where housing construction was rapidly depleting vacant land. The Park District acquired the 9 plus acre park site in 1946 then vacated streets and alleys in 1947 to expand the park site, and soon developed plans for the park. Park improvements were slow to materialize, however, due to the flurry of construction at other parks throughout the City. By 1955, Oakdale Park had an athletic field, playground equipment, and a comfort station, which was improved and expanded in 1959. During the 1960s, the Park District asked local residents to choose between further expansion of the recreational building and a new swimming pool. Residents opted for the pool, constructed in 1969. A soft surface playground area and ornamental fencing were added in the 1990s.

Oakdale Park takes its name from the surrounding neighborhood within Chicago's Washington Heights community. In the 19th century, oak groves stood throughout the area, inspiring the name Oakdale. The Oakdale neighborhood developed east of Halsted Street before World War II. When construction of single-family homes began west of Halsted during the war, the Oakdale name was applied to this area as well.