Oakland City Youth Baseball 8U, 10U, and 12U divisions participate in a local Community League during the spring baseball season. The nearby programs of Lynnville, Elberfeld, Barton Township, and Winslow are also members of this league.
Each spring, the Community League organizes the master schedule for all 3 divisions of all 5 League programs, with games played at each of the five parks over a 7 week season; the league also arranges the end-of-season tournament that immediately follows the regular season and spans an additional two weeks.

OCYB also has 6U and 4U divisions. These divisions play their season games concurrent with the Community League season. These are non-competitive leagues (no scores are tallied), and there is no end of season tournament.

The 6U division uses a pitching machine and each player receives 5 pitches; if unsuccessful, the player then hits from a tee.
The 4U division uses only a tee for batting.

During the 2018 season, the 6U teams were scheduled to play each other as well as surrounding area teams from Francisco, Barton Township, Lynnville, and Elberfeld. The 4U teams played each other as well as teams from Francisco, Barton Township, and the East Gibson Girls' Softball League.