The first game of the 1866 schedule saw the Kekiongas win against the Enterprise of Sydney by a score of 54–34. The game was played in Sydney on 24 August 1866 with a time of 3 hours and 40 minutes. Charles Taylor and John Evans each hit a home run for the Kekiongas. Diehl was captain for this game. The club sent a challenge to "the champion club of the state", who were based in La Porte, Indiana for a match on 18 Sep 1866, but no results were recorded.