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Top picks in Chicago

Cannoli

Made for those who believe a cannoli is only worth eating if the shell maintains its snap against the cream.

Based on 518 Opinions
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Updated April 2026
01
Tuscan Hen Market image 1
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Italian restaurant

Cozy Italian spot shines with fill your own cannoli that vanish fast. Fresh, local ingredients make meals flavorful and sandwiches stand out. Enjoy the airy patio with oldies music for a casual, inviting vibe.

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 sandwiches at this Lunch Spot are fantastic."

"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.

02
IL Giardino Del Dolce image 1

Vibrant colors and wonderful aromas create an inviting atmosphere. Authentic Italian desserts like cannoli with unique, legit cream and lobster tail pastries draw a crowd. Regulars love the old world bakery experience and consistent quality at reasonable prices.

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."

"The cannoli cream here 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.

03
J.P. Graziano Grocery image 1
Italian grocery store

Italian grocery store buzzes with family-run charm and a simple, no-frills vibe. Cannoli feature a creamy filling with cherries, perfectly sweet and balanced. Small outdoor seating offers a casual spot to enjoy hearty sandwiches in a warm, bustling atmosphere.

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."

"The food here is amazing and top-notch."

"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.

04
Nonna Soluri's Italian Deli image 1

Small deli with an old school feel and a cute garden patio offers a cozy, inviting spot. Homemade sandwiches bring a taste of Italy and Chicago's past. Cannolis shine with rich flavor, perfect after a hearty Italian meal.

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."

"It's a great vintage Italian deli with an old school feel."

"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.

05
Villa D' Citta Bed & Breakfast image 1

Chicago mansion blends romantic atmosphere with cozy rooms featuring fireplaces and private terraces. Guests enjoy a build-your-own cannoli station with free extras and Italian treats. Shared spaces like rooftop hot tub and patios create a gathering spot with unique perks like wine on tap.

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."

"It's an adorable hidden gem, perfect for a couple's getaway."

"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.

06
Chef Ciccio, Beef-Balls-Beer image 1

Italian-style restaurant buzzes with authentic Italian vibes and lively chefs. Family-like dining feels warm and inviting, with Lake Michigan views adding charm. Cannolis shine with rich, creamy filling, and chefs often share an extra cannoli as a kind touch.

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 meatball sandwich here is outstanding and authentic."

"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.

07
New Paradise Bakery image 1

Old school Italian bakery blends authentic Italian goods with a modern layout. Cannoli shells fill at order, boasting a crunchy crust and pistachio cream made from imported ingredients. Warm atmosphere invites lovers of genuine flavors and quality.

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."

"I loved the pistachio gelato made with imported cream from Italy."

"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.

08
Sicilian Bakery Inc image 1

Old-school Italian bakery offers a cozy atmosphere with authentic Sicilian pastries. Family-run with recipes from the old country, it draws people seeking genuine Italian breads and crusty cannoli balls. Cannoli stand out for their mouth-watering pastry and true Italian flavor.

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."

"The bread here is amazing, especially the focaccia."

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.

09
Rosie's Sidekick Sandwich Shop image 1

Tiny counter and limited seating create an intimate setting with warm music for a relaxed vibe. Sandwiches shine with bold flavors and hot serving temperature. Cannolis offer good flavor and pair well with giardiniera pasta salad, making them a popular Italian choice.

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."

"The Italian sandwiches here are perfectly constructed for a great date spot."

"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.

10
Bongiorno's Cucina Italiana & Pizzeria image 1

Cozy, family-owned spot serves authentic Italian pizza and pasta in a lively, loud space. Outdoor patio offers a nice break from the crowd. Don't miss the rich, sweet cannoli made fresh to order.

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.

11
Limoni Belli Neapolitan Style Pizzeria โ€“ Food Truck image 1

Food truck serves Neapolitan pizza with a light crust and fresh toppings. Enjoy spectacular cannoli as a sweet finish. The wood fire ovens and inviting pizza bar create a smooth, welcoming outdoor experience.

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."

"The food trucks here serve delicious Neapolitan pizza with fresh ingredients."

"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.

12
Conte Di Savoia image 1

Italian deli shines with classic checkerboard floors and a tin pan ceiling that create an old school vibe. Freshly made cannolis offer a rich filling and crispy shell, standing out among baked goods. Sandwiches are some of the best, matching the nostalgic atmosphere perfectly.

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."

"I've never had cannoli this good, made right on the spot."

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.

13
Pasta Via image 1
Italian restaurant

Open kitchen shows fresh pasta made daily while upbeat music and art murals create a warm vibe. Ordering via kiosks adds a modern touch to the casual yet sophisticated setting. Fresh cannolis arrive quickly with generous portions, sometimes offered free by the owner.

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.

14
Ferrara Bakery image 1

Cozy bakery shines with exceptional cannoli featuring firm texture and rich flavor. Family-owned for generations, it offers a clean, inviting atmosphere perfect for relaxing. Classic Italian pastries complement the well-run, venerable space with a small, focused menu.

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."

"I thought the cannoli here were great 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.

15
Trattoria Gianni image 1
Italian restaurant

Long, narrow space with open brick walls and a cozy Italian vibe sets an intimate mood. Back patio garden offers a quiet, lovely setting for dining. Cannoli with a beet touch stands out as a unique dessert, just behind tiramisu in popularity.

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
D'Amato's Bakery image 1

Small bakery offers crispy shells filled with rich cream in its chocolate cannoli. Friendly staff and old-school charm create a cozy vibe. Covered outdoor patio provides extra seating for quick bites.

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.

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Chicago, Illinois

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