Janson’s Drive-In is a retro South Side gem in Chicago that’s been slinging burgers, dogs, and shakes since the 1960s.



It still looks the part too—chrome trim, neon signs, and that classic roadside vibe that feels like stepping into a time capsule. There’s no indoor seating, just a walk-up window and a few outdoor benches.



They have a beef pizza puff that is one of those greasy, indulgent Chicago specialties that you don’t really find outside the city.



The puff is golden and crispy on the outside, with a thick, chewy shell that holds up surprisingly well to the molten filling inside. The jalapeno poppers had the same crispy exterior but give way to cream cheese and the pepper, which were equally as delightful.



Grade: B