Chicago is split. Half cubbies; half sox. You can't call Chicago a cubs town.
No way. Cubs OWN chicago. How many other stadiums do the Sox have besides Cellular? None. The Cubs have Wrigley and Miller in Milwaukee.
On top of that, I was in the city when the Sox won the WS. I barely heard a peep. When the Bulls won in their day their were riots, and when the Cubs finally win those riots will spread all the way to Suburbs then spilling into the rest of the Continental United States!! 
When was the last time you went there? I go there at least once a month (I live 2 hours away) and I see a **** ton of sox fans up there (hell, even Barack Obama is a sox fans).
Just there a couple months ago, after living there for four years prior to moving to Denver. Before living up North I resided in Normal, 2 hours South. Normal was split half and half, Cubs and Cardinals, no Sox fans to be found.
As far as living in Chicago, I met Sox fans on occasion, but very rarely. I actually worked for the same company as the legendary Bartman, and needless to say, the place was crawling with Cub fans. On top of that, the company was assaulted by Cub fans the day after the Bartman fiasco in 2003, it was pretty insane. Cars everywhere, phones ringing non-stop, total chaotic chaos. Since then, ESPN has come by the parking lot on a number of occasions trying to interview the poor guy.
But yes, Obama is a huge Sox fan, and I respect him for that. There's nothing worse than a politician stating he like both teams equally. Like when Guilliani said he was rooting for the Red Sox AND The Yankees during the primaries in 2007, pathetic.
But for more evidence on why Chicago will always be a Cubs town, please refer to the following video:
http://www.youtube.com/watch?v=dvg6n_cZxn8