Cubs vs. Red Sox theme is the one the media is most looking forward to, although I'm not convinced baseball fans around the country give a lick about that match up. More fans would presumably tune in to a Yankees-Cubs World Series, but too much of the East Coast sports media the continuing misery of the Red Sox and their fans are the predominant theme of every baseball season.
Myself, I have nothing against the Red Sox, but it can get grating to hear from commentator after commentator why we're supposed to identify with the suffering of Red Sox fans when all available evidence, from decades of blatant racism in the front office to the thugginess of their fans toward visiting teams, indicates that they so richly deserve it. (Curse of the Bambino, my butt; the Red Sox passed on a chance to sign Willie Mays.)
The Cubs are a different matter, and the differences between the miserable histories of the Red Sox and the Cubs should not be misunderstood. The Red Sox are a rich team that whines about the Yankees being richer. The Cubs, on the other hand, are a rich team that has carefully cultivated the image of a poor one, playing the lovable losers to their fans when they should have been using the fans' money to hold on to players like Greg Maddux. The Red Sox are the team God dislikes; the Cubs are the team God merely forgot about.

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