Yesterday, Die Workwear via Twitter (thanks jhilla) mentioned Shrine Haberdashers Chicago as a place to check out. I have yet to visit but it looks like they carry some real nice stuff (Drakes ties and pocketsquares, leather bags, umbrellas, cuff links, flasks, manly stuff like that). Gilt City is offering $100 of merchandise there for only $50 so click on through if you wanna take advantage of the deal.
If you’re in Chicago, this is very much worth considering. I happened into this shop when I was last in the Windy City, and it’s really a nice place. Proprietor really cares about his stuff.