The ballpark was constructed and mainly suited for high school and amateur baseball; it was home of the semi-pro Yonkers Chippewas in the 1950s and 60s.

Literary agent Adele Leone was approached by the league after expressing an interest in owning a team and shortly thereafter the Hoot Owls were formed.

Leone would spend thousands of dollars of her own money to install permanent lights for the field.

The most noticeable defect in terms of a professional team playing on the field was that Fleming Field did not (and does not) have infield grass, making the Hoot Owls one of the very few teams in American professional baseball history to play their home games on an all-dirt infield.

After a terrible 1995 season, marred by a 12–52 record and attendance of less than 200 fans per game, Leone had no choice but to fold the team.