Q: What's the best chukka out there?
A: Our favorite chukka at the moment is from MB fave TST, available here. In the waning days of summer, even the casual, laid-back feel of a classic chukka boot feels too fancy for us, so we turn to the TST 2229s, which add some sneaker genes (rubber sidewall, fat cotton shoelaces) to the classic chukka's DNA. Like all TSTs, the 2229s look like they were crafted by master artisans with an awful hangover — their lines are graceful, perfectly proportioned, but undeniably shaky. We love the effect.
Even with a debt ceiling deal, at current exchange rates these are going to run you $250. Which if you ask us is actually a pretty good value for shoes you can wear at work (if you're a "creative" or a professional shoe model) and at leisure. And why would you want to be anything but a "creative" or a professional shoe model, especially in the waning days of summer?