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There is a terrific little restaurant on Elston just north of Irving Park called Latin Sandwich Cafe.
4009 N. Elston Ave.
773-478-0175
They have a variety of sandwiches, and I really liked the Cubano there. The Puerto Rican Jiberito sandwich was very good, too. Just make sure you are not in a hurry.One more place that may sound odd is the deli at Fox & Obel grocery/food mecca in River North. They do their Cubano on a press and use high-end ingredients.
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I HAVE been to Cuba, in the pre-Castrio mid-1950's. THE place in Havana for lunch was Sloppy Joe's bar/deli, and the sandwich was not the "Cuban" toasted sandwich but Joe's "Especial" which was many, many layers of ham, cold cuts, cheese, pickles, and onion on slices of the wonderful Cuban bread with mayo and mustard. That with a couple of bottles of Hatuey beer, and you were set for the rest of a wonderful, tropical afternoon.
Havana was a great liberty port- you could raise a lot more hell, for less money, than anyplace I visited during my hitch in the Navy.
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