Best Place to Buy Doughnuts (2000)
Note that this category is called Best Place by Buy Doughnuts, not Best Doughnuts. If we were picking the best doughnuts, we would have to give the nod to Krispy Kreme again. But our favorite place to buy doughnuts is Shipway Donuts, at Telephone Road near the South Loop, a tiny, poorly air-conditioned doughnut shop/loncheria that stands head and shoulders above Krispy Kreme as a total culinary experience. Why? Well, first of all, Shipway Donuts also sells egg-and-chorizo breakfast tacos. We don't know about you, but we like an egg taco appetizer before we dig into the doughnuts. And the egg tacos at Shipway come with homemade hot sauce on the side. (Ever seen any hot sauce at Krispy Kreme?) Second, Shipway has better horchata. Oops, we forgot, Krispy Kreme doesn't sell horchata. Last, and probably most important, on Friday and Saturday Shipway sells fresh homemade tamales. We got a dozen chicken tamales and sampled a couple after the egg-and-chorizo taco with a little of that homemade hot sauce. The tamales were spicy and melt-in-your-mouth creamy, with lots of chicken in each one. After the tacos and tamales, you might not have much room for doughnuts, but the doughnuts here are only average, so who cares?