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Little Italy Chicago Restaurants

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Award winning restaurants in Chicago / Illinois

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    Check out diners' favorite restaurants in Little Italy Chicago

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    Diners’ Choice Awards are based on where your fellow diners book, dine, and review. Only verified diners get to review restaurants on OpenTable, so our data doesn’t lie.

    1. A photo of The Rosebud - Taylor restaurant

      The Rosebud - Taylor

      $$$$
      •
      Italian
      •
      4.8
      (2,879)
      Founded in 1973 by Alex Dana, Rosebud Taylor Street is the flagship location in Little Italy that started it all. Located in the heart of Chicago’s Little Italy, Rosebud has been serving authentic scratch-made Italian cuisine for over 50 years. Guests enjoy a warm, inviting atmosphere with signature pasta dishes, hand-cut steaks, fresh seafood, and curated wines and cocktails. A favorite of locals, visitors, and celebrities alike, Rosebud Taylor Street is a true Chicago dining landmark where tradition, flavor, and hospitality come together. We also offer valet service.
      Your table awaits. Join us for lunch, happy hour, or dinner for a culinary experience that sets the standard for Italian dining in Chicago.
    2. A photo of Peanut Park Trattoria restaurant

      Peanut Park Trattoria

      $$$$
      •
      Italian
      •
      4.7
      (379)
      Located in the heart of nostalgic "Little Italy" on Chicago's famed Taylor Street, Peanut Park is a traditional Italian joint brought to you by your friends at Coalfire and Tempesta Market.
      Chicago Magazine voted Peanut Park One of the Top Restaurants in Chicago February 2022 and Tasting Table said we are " One of the Absolute Best Italian Restaurants in Chicago" this past May 2022.
      Our menu is simple and we aim to celebrate Italian classics and timeless bistro favorites.
      We embody passion, integrity, and excellence while striving to provide an authentic dining experience by celebrating tradition and invoking the modern. Don't miss our handmade pastas, pizza and incredible cocktail menu. Join us in our dining room or dine al fresco on the rooftop for a one of a kind experience!

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    Discover Little Italy

    By 1927, Italians in Chicago owned more than 250 restaurants. Their innovations -- such as deep-dish pizza and mass-produced gyros -- still influence the Little Italy dining scene today. There are at least three theories about who invented the iconic Italian beef sandwich. Or course, you won't care who originated it when you’re sinking your teeth into one that’s dripping with hot gravy. Don’t even think of leaving town without savoring the intense flavor of a dry-aged rib eye. Order traditional Chicken Vesuvio for a pleasing pop of garlic, and if you’ve always wanted to cry, "Opa!" in a crowded restaurant, ask for saganaki cheese flambeed tableside. Do you still have room for dessert? Try a local brownie. The original was invented right here by Bertha Palmer, who whipped up the first batch for the Chicago World's Fair in 1893.

    Frequently asked questions

    The best reviewed restaurant in Little Italy Chicago is Tuscany on Taylor (opens in a new tab)

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