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Chicago's best

Italian cannoli spots

A crisp, cream-filled cannoli is the only acceptable way to finish a meal of Italian food.

Based on 702 Opinions
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Updated May 2026
01
Chef Ciccio, Beef-Balls-Beer image 1
Chef Ciccio, Beef-Balls-Beer image 2
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Italian-style restaurant offers authentic Italian vibes with busy, lively atmosphere and entertaining chefs. Located in a quieter corner, it provides a family-like dining experience with views of Lake Michigan nearby.

Garlic bread and cannolis stand out for their flavor. Sandwiches like the Al Pesto and Italian sausage combo come fresh and perfectly made.

Cannolis here have a fantastic finish with a rich, creamy filling. The chef often offers an extra cannoli as a kind gesture.

People are saying

"The Italian Beef sandwich here is absolutely delicious."

"The Italian beef and sausage here are amazing."

"I found the cannoli to be the best I ever had."

Good to know

1

Reservations are not required but recommended during peak hours.

2

The restaurant is open on Christmas Day for those looking to dine.

3

Expect a quick service with orders completed in 5-7 minutes.

02
J.P. Graziano Grocery image 1
Italian grocery store

Italian grocery store with old school Chicago deli vibe and family-run charm creates a warm, bustling atmosphere. Simple, no-frills interior complements the hectic but friendly energy during busy times. Small outdoor seating offers a casual spot to enjoy hearty, flavorful sandwiches.

Cannoli stands out with its creamy filling, balanced sweetness, and cherries on the ends. The prosciutto offers a rich, unexpected depth, and the artichoke sub adds a fresh, savory touch.

Creamy filling with a cherry on the ends makes the cannoli stand out. It tastes not too sweet and balances well with the shell, offering a perfectly sweet treat.

People are saying

"I found their sandwiches to be outstanding."

"You have to try the cannoli; it's perfection."

"The cannoli here is perfection, not overly sweet."

Good to know

1

Reservations are not accepted; expect a wait during peak hours.

2

The deli is closed on Mondays, so plan your visit accordingly.

3

Sandwiches are prepared quickly, usually within 10 minutes of ordering.

03
Tuscan Hen Market image 1
Italian restaurant

Italian restaurant offers a cozy interior with an airy, clean atmosphere and a well-maintained patio playing oldies music. The vibe is casual and inviting, attracting those seeking fresh, flavorful meals and standout sandwiches. Local ingredients and homemade touches create a neighborhood gem feel.

Braised beef and burnt butter pasta stand out with rich flavors. Lamb lasagna balances meat and cheese perfectly. Fresh pasta dishes come al dente and tasty. Cannolis deliver an unbelievable finish.

Cannolis come as a fill your own dessert with a perfectly delicious shell and filling. They disappear quickly because of their unbelievable taste.

People are saying

"The fresh pasta here is delicious and made with great care."

"The Italian food here is fresh and delicious."

"You should not sleep on these cannolis; they were perfect."

Good to know

1

Street parking is limited, but I found a spot right in front.

2

The pickup time for orders is between 11am and 3pm on April 30.

3

Expect a wait of about 5 minutes for sandwiches during busy hours.

04
IL Giardino Del Dolce image 1

Vibrant colors and wonderful aromas fill the space, creating an inviting atmosphere. The bakery draws a crowd with its authentic Italian desserts like cannoli and lobster tail pastries, known for their unique, legit flavor and freshness. Regulars appreciate the old world, Italian bakery experience combined with consistent quality and reasonable pricing.

Cannoli cream stands out with a unique, legit flavor and rich texture. The menu features a giant cannolo, amaretti, and options like cannoli filling inside lobster tail pastry.

Cream stands out with its unique, legit flavor and smooth texture. Cannolis come in giant and mini sizes, often paired with other sweets like strawberry cheesecake and tiramisu.

People are saying

"The bakery's desserts were delicious and amazing."

"The cake looked and tasted amazing, exceeding all expectations."

"Their Italian Food cannoli cream is amazing and has a legit flavor."

Good to know

1

The bakery offers a wide selection of Italian desserts.

2

Special orders can be accommodated with advance notice.

3

Prices for cakes and pastries are considered reasonable.

05
Nonna Soluri's Italian Deli image 1

Small, colorful deli with an old school feel and a cute garden patio offers a friendly, inviting atmosphere that feels like a slice of Italy. Regulars enjoy homemade sandwiches and a sense of community that recalls Chicago's past. The space is cozy and packed, balancing charm with a no-nonsense vibe.

Prosciutto sandwich stands out with rich flavor. The menu offers cold subs, hot subs, pizza, and cannolis that impress with quality and taste.

Cannolis stand out with their excellent taste and rich flavor. They pair well with other menu items like Italian sandwiches and pizza, making them a notable dessert choice.

People are saying

"I thought the sandwiches here were the best in Chicago."

"Their Italian beef sandwich is the best I've had."

"I thought the cannoli here was out of this world."

Good to know

1

Expect a wait of about 20 minutes during peak hours.

2

Parking is available right in front of the deli.

3

A 4% surcharge applies to credit card payments; cash is advisable.

06
Villa D' Citta Bed & Breakfast image 1

Chicago mansion offers cozy, romantic atmosphere with beautifully appointed rooms featuring fireplaces and private terraces. Shared spaces include rooftop hot tub, fully stocked kitchen, and patios that encourage gathering. Unique amenities like wine on tap and build-your-own cannoli station add distinctive charm.

Italian offerings include build-your-own cannolis, free Italian ice, and a variety of desserts like panna cotta. Breakfast features breakfast pizza, lasagna, fresh orange juice, and bacon.

Offers build your own cannolis option alongside free cannoli extras. Includes Italian ice and panna cotta as complementary treats.

People are saying

"The homemade breakfasts, especially the banana bread, were delicious."

"The staff here makes you feel like cherished family."

"You can build your own cannoli right here."

Good to know

1

The property is in a safe neighborhood with many walkable restaurants.

2

Villa D' Citta is suitable for various events, including weddings.

3

Rooms feature luxurious amenities, including hot tubs and beautiful decor.

07
Limoni Belli Neapolitan Style Pizzeria โ€“ Food Truck image 1

Food truck with wood fire ovens offers Neapolitan style pizza known for its light crust and fresh ingredients. Setup includes a beautiful pizza bar that creates a welcoming atmosphere. The experience is smooth and well organized, attracting those seeking quality pizza outdoors.

Italian sausage pizza stands out with its fresh sausage and spicy pepper flakes. Prosciutto e rucula pizza offers a nice balance of flavors, and the cannoli are spectacular.

Spectacular cannoli come from a food truck known for Neapolitan style pizza. The cannoli stand out as a sweet treat alongside the savory options.

People are saying

"I found the pizza here to be amazing and delicious."

"I loved the delicious Italian sausage pizza with its perfect crust."

"I thought the cannoli were spectacular."

Good to know

1

The food truck is located outside Begyle Brewery.

2

Prices for pizza and cannoli are reasonable.

3

The food truck offers a variety of pizza options.

08
Bongiorno's Cucina Italiana & Pizzeria image 1

Cozy, family-owned Italian restaurant with small, crowded space and loud atmosphere. Outdoor patio offers a pleasant seating option. Known for authentic Italian pizza and pasta with a lively, energetic vibe.

Cannolis stand out as a highlight worth traveling for. The pasta ranks among the best found across North America. The burrata salad and bruschetta deliver strong flavors that rival those in Italy.

Rich and sweet, these cannolis come made to order with crispy shells. They stand out as a favorite dessert and a highlight of the meal.

People are saying

"The pizza here is amazing; the staff makes you feel so welcome."

"The Italian food here is served by the friendliest, most attentive staff."

"The cannoli here are rich, sweet, and absolutely incredible."

Good to know

1

The restaurant is located behind the Trump Tower in downtown Chicago.

2

Expect long wait times during peak hours, especially on weekends.

3

Reservations are recommended during busy dinner hours.

09
Conte Di Savoia image 1

Italian deli with classic checkerboard floors and a tin pan ceiling creates an old school cool vibe. Atmosphere feels like a step back in time to a neighborhood shop with rich, authentic character. Sandwiches stand out as some of the best, complementing the genuine, nostalgic setting.

Fresh Mozzarella cheese, Prosciutto Di Parma, and homemade pastas stand out here. Italian subs come loaded with ham, salami, capocollo, and provolone, alongside fresh focaccia and Italian sausage that rivals those from Italy.

Made fresh on the spot, the cannolis have a rich filling and a crispy shell. They stand out among other baked goods like focaccia and cookies for their authentic taste.

People are saying

"I found the sandwiches here to be amazing and really good."

"It's an old school Italian deli with a classic vibe."

"The Italian Food here, especially The Contessa, is fantastic."

Good to know

1

Prices are very reasonable compared to other sandwich shops in the area.

2

The deli has about four tables available for dining.

3

Expect a busy atmosphere during peak lunch hours.

10
Pasta Via image 1
Italian restaurant

Open kitchen reveals fresh pasta made daily, with staff rolling dough and finishing plates in view. Warm, inviting atmosphere combines simmering sauce aromas with upbeat music and art murals that add character. Ordering happens via kiosks, and tables come with oil and Parmesan cheese, creating a casual yet sophisticated vibe.

Freshly made pasta arrives cooked perfectly with no seed oils used. The homemade noodles and rich sauces like vodka sauce with crumbled sausage stand out for their quality and flavor.

Freshly made cannolis arrive quickly, within four minutes of sitting down. The delicious cannoli comes with a generous presentation, sometimes even offered for free by the owner.

People are saying

"The Italian food here is made from scratch and tastes incredibly fresh."

"The food here is fresh, homemade, and tastes like authentic Italian cuisine."

"I recommend the cannoli; they were delicious."

Good to know

1

All their pasta is made fresh daily.

2

They do not use any seed oils in their pasta.

3

Pasta Via offers great pasta at a wildly affordable price.

11
Sicilian Bakery Inc image 1

Old-school Italian bakery offers a cozy atmosphere with a traditional vibe and authentic Sicilian pastries. Family-run with recipes from the old country, it draws people seeking genuine Italian breads and cannoli.

Cannoli stands out as a signature item, paired with focaccia bread that draws consistent praise. Desserts like tiramisu and amaretti offer soft, fresh textures, while savory options include arancini and Italian pizza.

Crusty cannoli balls stand out as a distinctive feature, often praised for their texture. The cannoli consistently draw positive attention, with many noting their mouth-watering pastry and authentic Italian flavor.

People are saying

"Their Italian cookies are so tasty, you'll understand what great cookies should taste like."

"These cannoli are delicious and taste like the ones in Sicily."

"Their cannoli are the best Italian pastries I've ever tasted."

Good to know

1

The bakery accepts only cash payments, so plan accordingly.

2

Special orders for cakes require at least 48 hours notice.

3

They charge an extra 4% fee for credit or debit card payments.

12
New Paradise Bakery image 1

Old school Italian bakery with a 21st century vibe offers authentic Italian goods and top quality ingredients. Atmosphere feels warm and inviting with a clean, modern layout and beautifully decorated exterior. Known for outstanding gelato and pastries, it attracts those seeking genuine flavors.

Cannoli stand out with freshly filled shells that stay crunchy and fillings that are creamy like Nutella, not pastry cream. The pistachio cream and gelato offer a rich, nutty flavor, while the focaccia is soft, pillowy, and buttery. Tiramisu and pistachio tarts also impress with balanced sweetness.

Shells fill at order to keep them crispy with a crunchy crust and luxuriously creamy filling. Pistachio cream stands out, made with ingredients imported from Italy using traditional methods.

People are saying

"Their custom cakes are works of art, truly stunning."

"The Italian food here, especially the cannoli, is phenomenal and unbelievably good."

"I found the cannoli to be phenomenal and the best I've ever had."

Good to know

1

The bakery offers a variety of authentic Italian baked goods and gelato.

2

Parking is easy and convenient near the bakery.

3

All baked goods are made fresh daily with high-quality ingredients.

13
D'Amato's Bakery image 1

Small bakery with old-school charm and narrow aisles creates a cozy but sometimes crowded atmosphere. Friendly staff and great tunes add to the inviting vibe, while a covered outdoor patio offers extra seating for a quick bite.

Cannolis stand out with authentic flavor and texture. The menu features eggplant parmesan sandwich and prosciutto and burrata sub with arugula, alongside fresh sourdough, focaccia, and amaretti cookies.

Crispy shells hold rich, creamy filling in these cannolis. Chocolate variety stands out as a recommended choice. Mini-cannolis come in trays suitable for gatherings.

People are saying

"This bread is the best sandwich bread I've ever had."

"The Italian food, especially the cannoli, is really good."

"I was warned about allergens in the cannolis because they contain peanuts."

Good to know

1

D'Amato's Bakery only accepts cash payments.

2

The bakery has limited seating inside but offers outdoor seating with tables.

3

Expect longer wait times during peak hours due to a small kitchen.

14
Rosie's Sidekick Sandwich Shop image 1

Tiny counter with limited seating creates an intimate setting. Warm music plays, adding to a relaxed atmosphere. Sandwiches stand out for their bold flavors and hot serving temperature, making the experience distinctive despite simple surroundings.

Italian sandwiches feature homemade sauce and meats like mortadella, capicola, and salami. Desserts include cannolis and tiramisu, with the cannolis noted as good but not fully authentic.

Cannolis here have a good flavor but lack the full authenticity of Sicilian versions. They pair well with other items like the giardiniera pasta salad and are a popular choice alongside Italian sandwiches.

People are saying

"These sandwiches are packed with great ingredients and taste incredible."

"You have to try their Italian beef sandwiches, they're amazing."

"I found the cannoli here to be good and phenomenal."

Good to know

1

Rosie's Sidekick Sandwich Shop is no longer cash only and now accepts card payments.

2

Parking might be difficult at certain times, so plan accordingly.

3

The shop has limited seating, making it less ideal for large groups.

15
Trattoria Gianni image 1
Italian restaurant

Long, narrow space with open brick walls and a cozy, old-school Italian vibe creates an intimate atmosphere. Back patio garden offers a quiet, lovely setting for dining, while round tables accommodate larger groups. Staff includes Italian owners and waiters, enhancing the authentic feel.

Pasta dishes shine with pillowy gnocchi and fresh Bolognese. Appetizers like crunchy arrancini and perfectly fried calamari stand out, while tiramisu finishes the meal on a sweet note.

Cannoli features a beet touch that adds a unique flavor. It ranks just behind tiramisu in dessert popularity here.

People are saying

"I loved the cozy, old-school Italian vibe here."

"The outdoor seating here is gorgeous and quiet."

"The cannoli had a beet touch."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Expect a 20-30 minute wait during peak dinner hours.

3

Valet parking is available for $10, with street parking options nearby.

16
Ferrara Bakery image 1

Cozy bakery with a clean, inviting atmosphere and generations of family ownership. Offers exceptional cannoli and classic Italian pastries alongside a small, focused selection. Seating allows for a relaxed experience in a well-run, venerable space.

Marinara sauce stands out with a slightly sweet flavor that removes bitterness. Sandwiches come with flaky bread and excellent house-made meatballs. Desserts like cannoli and tiramisu are tasty and well-portionned.

Exceptional cannoli stand out for their firm texture and rich flavor. The fill-your-own option with pumpkin icing adds a fun twist to the classic treat.

People are saying

"The service at this bakery is always friendly and prompt."

"I love going to this lunch spot for a great, reasonable meal."

"The marinara sauce for the Italian food is rich and tasty."

Good to know

1

Expect a busy lunch crowd, especially on weekends.

2

Parking is limited; consider arriving early or using public transport.

3

Credit cards are accepted, but cash is preferred for small purchases.

17
Avanti Caffe image 1
Italian restaurant

Italian restaurant offers genuine Italian cafe vibe with fast, no-nonsense service in a clean, upscale setting. It gets very busy at lunchtime and attracts a mix of locals and workers from nearby areas. Prices remain reasonable for the city, supporting a family-owned, consistent experience.

Tiramisu comes in a large portion and tastes rich. Meat lasagna and arancini feature fresh sauces and hearty flavors. Pasta fagioli soup is light and tomato-based with beans.

Cannolis come with a crispy shell that sometimes lacks the right crunch. The filling flavor can be off, often masked by super sweet chocolate sprinkles that overpower the taste.

People are saying

"I found the food here amazing, especially the lasagna."

"The Italian food, especially the lasagna, was so delicious."

"I grabbed a cannoli to go on my trip back home."

Good to know

1

Expect a busy lunch crowd, especially during weekdays.

2

Pizza prices start at $14 for three pieces, which is reasonable for the area.

3

The restaurant has a rewards program for frequent customers.

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