6363 N Milwaukee Ave
Chicago, IL 60646
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Average Main Course Price is $5
Family-owned since 1948, this hot dog drive-in (or eat-in) is a local institution, not only for its great menu but for its enormous, roof-top wiener mascots. Don't call them hot dogs, though. They're Superdawgs. Served in a box with the trademark "Hiya!" phrase on the front, the supersized dogs are nestled in poppy-seed buns and done up with relish, pickle spears, hot peppers, and pickled tomatoes. They come with hot, salt-sprinkled fries crammed into the box. Other possibilities: burgers, chicken breast sandwiches, Polish sausages, fish sandwiches, and ice cream. A kitschy classic that absolutely lives up to the hype.
Best Because: The throwback, friendly feel of this place compliments its tasty, super-sized hot dogs and french fries in a box.