Chicago Cubs fans have had better Octobers than October 2009. Here a few examples of years where they were still following the team, and why.
The Cubs and Detroit Tigers began the 1935 World Series.
Read about it here, and listen to the final out here.
In 1960, Billy Williams hit his first MLB home run. He hit it in Los Angeles Memorial Coliseum against Dodgers pitcher Stan Williams. It was a two run shot that put the Cubs up by 3 runs.