Time Out Chicago deserves much praise and admiration for their exhaustive series of articles about the Chicago dog. Learn how the unique combination of toppings that define a Chicago dog came to be; who originated the Chicago dog; what actually goes into a hot dog; how Chicagoans feel about ketchup on dogs; the story of the legendary Hot Doug’s and his encased meats; and a whole lot more. Even if you consider yourself a hot dog expert there’s guaranteed to be something here that you didn’t know. The most expensive dog in Chicago? $250 for The Capitalist Pig at Chubby Wieners. This one comes with a “free” bottle of Johnnie Walker Blue Label! Believe it or not, it’s been ordered 11 times in the last two years. Lots of fun!