Chicago, IL
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Cuban sandwiches, ropa vieja, roast pork and guava pastries across Chicago's neighborhoods. Drawn from The Infatuation's Chicago reviews and Time Out Chicago's Cuban restaurant guide.
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Press picks, until locals rank their own Top 5s. Sourced from the local food press. As seen in Time Out Chicago and The Infatuation. Updated September 2026.
Cafecito · Loop
A Loop counter spot whose Cuban sandwich (crusty toasted bread, juicy roast pork) is a downtown lunch staple.
Bayan Ko Diner · Ravenswood
A Ravenswood favorite blending Filipino and Cuban cooking; the Cuban side shines, with an excellent prix fixe.
El Cubanito Restaurant · Logan Square
A Logan Square favorite for the Cuban sandwich and pan con timba: warm bread, mild Swiss, and a sweet center of guava.
1492 Cuban Fusion Café · West Town
A West Town cafe serving Cuban and Latin classics that hold up for any meal of the day.