Little Italy Chicago Restaurants
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Summer House - Chicago
Price: Moderate•American•4.7(8,222)Lincoln Park - 2
Girl & the Goat
Price: Moderate•Contemporary American•4.7(15,297)West Loop - 3
Robert's Pizza and Dough Company
Price: Expensive•Pizzeria•4.8(2,242)Gold Coast / Streeterville - 4
3 Arts Club Cafe at RH Chicago
Price: Expensive•American•4.8(3,821)Gold Coast / Streeterville - 5
River Roast
Price: Expensive•American•4.5(3,425)River North (Chicago)
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Pizzeria Portofino
Price: Expensive•Italian•4.8(2,020)River North (Chicago) - 2
STK – Chicago
Price: Expensive•Steakhouse•4.2(6,700)River North (Chicago) - 3
Cindy's Rooftop
Price: Expensive•Contemporary American•4.4(119)Downtown / Loop - 4
Gibsons Italia
Price: Expensive•Italian•4.9(4,455)River North (Chicago) - 5
Daisies Chicago
Price: Expensive•American•4.8(459)Logan Square
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Tre Dita
Price: Very Expensive•Italian•4.8(1,293)River North (Chicago) - 2
Prime & Provisions Steakhouse
Price: Moderate•Steakhouse•4.7(5,890)River North (Chicago) - 3
Maple & Ash - Chicago
Price: Very Expensive•Steakhouse•4.8(4,379)Gold Coast / Streeterville - 4
Adalina
Price: Very Expensive•Italian•4.6(2,561)Gold Coast / Streeterville - 5
Sepia
Price: Very Expensive•Contemporary American•4.9(5,477)West Loop
Award winning restaurants in Chicago / Illinois
Check out diners' favorite restaurants in Little Italy Chicago
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Tuscany on Taylor
Price: Moderate•Italian•4.8(2,258)Tuscany on Taylor is the original Tuscany restaurant opened in 1990 in the heart of Little Italy. A comfortable trattoria, Tuscany serves Northern Italian favorites including: homemade pastas, pizzas from our wood-burning ovens, signature Italian chicken dishes, grilled veal and other authentic dishes. Private party space available.Peanut Park Trattoria
Price: Expensive•Italian•4.7(272)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!
See what locals rave about in Little Italy Chicago
- KKaylaDenver / Colorado •4 reviews5.0Dined 1 day agoAba has fantastic service and incredible food and drinksMore infoAba - ChicagoPrice: Very Expensive• Mediterranean• West Loop•4.8
- LLuisVIPLos Angeles •3 reviews5.0Dined 2 days agoWhat a great experience! We had an amazing time at the bar—Aiden was a true professional, guiding us through the menu and crafting one of the best experiences I’ve had at Rosemary since they opened four years ago. The whole team was incredibly warm and welcoming. Huge thanks to Petros and Rocky for making us feel right at home. If you're visiting soon, don’t miss the clams with ramp butter—it’s the perfect seasonal dish. Thank you, Rosemary team! Always a great time.More infoRose MaryPrice: Expensive• Croatian• West Loop•4.8
- SScottVIPCharlotte •26 reviews5.0Dined 3 days agoGreat Food! Love the outdoor patio as the noise level inside was intenseMore infoGirl & the GoatPrice: Moderate• Contemporary American• West Loop•4.7
- BBertWisconsin •9 reviews5.0Dined on Jun 6, 2025Kind of a hidden gem on Taylor St. in Little Italy. Cute pub with great food and excellent service. The prices are very reasonable, and portion sizes are very large. We don't get to this area very often, but would definitely be back!More infoPeanut Park TrattoriaPrice: Expensive• Italian• Little Italy / University Village•4.7
- AMAlexiaMChicago / Illinois •20 reviews5.0Dined on Dec 31, 2023Everything was great Service, food, and price The restaurant was a bit chillyMore infoThe Rosebud - TaylorPrice: Expensive• Italian• Little Italy / University Village•4.5
Trending dishes in Little Italy Chicago
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Chicagoans know that special-occasion meals come in all shapes and sizes. And even though many celebrations in this Midwestern sports town are centered around home team victories, championships aren’t the only reasons to party here. These Windy City restaurants transform a regular Saturday (or Monday or Tuesday) night into an unforgettable evening. Read on for a guide to the 10 best places in Chicago for celebrating special occasions right now.
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Meet the best restaurants that define Chicago's dining scene, capturing its past and present while also imagining its future.
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 Three Aces
The best vegetarian restaurants in Little Italy Chicago are Peanut Park Trattoria, Tuscany on Taylor and Chez Joel
The restaurants with the best service in Little Italy Chicago are The Rosebud - Taylor, Three Aces and Tuscany on Taylor
The restaurants with the best ambiance in Little Italy Chicago are Three Aces, The Rosebud - Taylor and Chez Joel
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