Top 12 calamari in Streeterville
"Calamari in Streeterville" is a must-try culinary experience in this bustling Chicago neighborhood. From cozy trattorias to upscale eateries, Streeterville offers a variety of options to savor this delectable dish. Freshly caught squid, perfectly battered and fried to a golden brown, "calamari in Streeterville" is a tantalizing treat for your taste buds. Don't miss out on the chance to indulge in this popular dish while exploring the vibrant streets of Streeterville.
- 1. Osteria del Pastaio in Streeterville
- 2. Labriola Chicago
- 3. Francesca's On Chestnut
- 4. Harry Caray's 7th Inning Stretch
- 5. Harry Caray's Tavern, Navy Pier
- 6. Marisol Restaurant and Bar
- 7. Pinched on the River
- 8. Chef Ciccio, Beef-Balls-Beer
- 9. The Capital Grille
- 10. Rosebud Steakhouse
- 11. Reviver in Streeterville
- 12. Mariposa
1. Osteria del Pastaio in Streeterville
Authentic Italian cuisine in Streeterville, Chicago

We started our meal with a Calamari and Shrimp appetizer, while sipping on a Long Island Iced Tea. The appetizer was delicious, and the Long Island Iced Tea was a great choice. Although it was a bit chilly outside, the restaurant had patio heaters that helped keep us warm. However, we did notice that when a strong gust of wind blew through, it became quite chilly. As Chicago is known for its windy weather, it's important to be prepared if you plan on dining outside.
The Sautéed Calamari and Shrimp were a standout dish for me. The white wine sauce that it was served with added an extra layer of flavor that really enhanced the dish. Both the calamari and shrimp were cooked to perfection, making for a delightful dining experience.
TOPICS
- Italian Cuisine
- Celebrations
- Downtown Spots
- Mid-Range
2. Labriola Chicago
Offers a casual yet elegant dining experience with a rooftop bar

The fried calamari stood out as a delicious appetizer, featuring a satisfying mix of rings and tentacles that were incredibly tender. Another hit was the fried ravioli. Although beer and wine prices were slightly steep, the restaurant offers a budget-friendly beer of the month for five dollars. With its family-friendly atmosphere, this establishment is highly recommended for a return visit when in Chicago.
When it came to the main course, the linguine fra diavolo delivered well-cooked shrimp, clams, and calamari. However, the sauce and pasta were merely average. The gin martinis and wine were enjoyable additions to the meal. Despite the sauce and pasta not being remarkable, this restaurant is still a solid choice, particularly for families seeking a place to dine in Chicago.
TOPICS
- Italian Cuisine
- Downtown Spots
- Lunch
3. Francesca's On Chestnut
Family-owned Italian restaurant with a cozy atmosphere and excellent service

The food at this establishment is generally considered to be of good quality. There is a wide selection of dishes to choose from, with seafood options like mussels and calamari being popular choices among reviewers. However, there were some complaints about the artichokes, with some people finding them unpleasant to eat due to an odd smell.
If you're in the mood for a salad, there are several excellent options on the menu. The Caesar salad is a standout choice, with a half portion being the perfect size for one person. Another great option is the calamari and tomato salad, which has also received positive reviews for its taste and quality.
TOPICS
- Italian Cuisine
- Mid-Range
- Downtown Spots
- Lunch
4. Harry Caray's 7th Inning Stretch
Sports-themed restaurant with memorabilia and a virtual tour

The calamari dish received mixed reviews. One opinion found the calamari to be too chewy, lacking the desired tender texture. On the other hand, another assessment raved about the calamari, praising its crispy exterior and minimal greasiness.
Despite the differing perspectives, there is agreement on the adequacy of the calamari dish. It provides a satisfactory dining experience, even if it doesn't completely meet all expectations. Both reviewers seem to have enjoyed their meal to some extent, indicating a general level of quality.
TOPICS
- Social Gatherings
- American Cuisine
- Mid-Range
- Downtown Spots
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6. Marisol Restaurant and Bar
Emphasis on locally sourced ingredients and sustainable practices

The calamari dish at Marisol is a standout choice for any seafood lover. The calamari is incredibly fresh and has a delicious flavor that will not disappoint. The presentation of the dish is visually appealing, making it a great option for those who eat with their eyes first.
What makes the calamari at Marisol truly exceptional is the perfect cooking and seasoning. The calamari is cooked to have a satisfying crispy texture, while still maintaining a tender interior. It is not overly chewy, which is a common issue with calamari. The seasoning is expertly done, enhancing the natural flavors of the seafood without overpowering it. Overall, the calamari at Marisol is a must-try for anyone looking for a delicious and satisfying seafood dish.
TOPICS
- American Cuisine
- Mediterranean Cuisine
- Downtown Spots
- High-End
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7. Pinched on the River
River views, cozy atmosphere, extensive menu, daily specials

The calamari dish at Pinched on the River in Chicago is highly regarded, with one customer praising it as one of the best they've had in the city. The dish is known for its crispy and delicious texture, making it a standout dish at the restaurant.
In particular, the calamari at Pinched on the River is appreciated for its crispy exterior and tender interior. The dipping sauce that accompanies the dish complements it well, adding an extra layer of flavor. Overall, the calamari at Pinched on the River is a must-try for any seafood lover visiting Chicago.
TOPICS
- Social Gatherings
- Asian Cuisine
- Waterfront
8. Chef Ciccio, Beef-Balls-Beer
Local favorite with a wide variety of craft beers and delicious Italian-American cuisine

The calamari stood out as a highlight of the meal, with its preparation and seasoning meeting high expectations. This dish is a must-try for anyone seeking a delicious culinary experience. Many visitors to this establishment have raved about the calamari, praising its great texture and flavor.
Remarkably well-cooked and seasoned calamari was a memorable part of the meal. Food enthusiasts should not miss out on the opportunity to try this dish. The calamari's stands out for its excellent texture and taste, making it one of the best versions of this dish that many have tried in a long time.
TOPICS
- American Cuisine
- Mid-Range
- Downtown Spots
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9. The Capital Grille
Elegant atmosphere, impeccable service, and fine wine selection

The Capital Grille is known for its exceptional dining experience, providing top-notch food and a welcoming atmosphere. The staff is highly trained, focusing on professional and attentive service to ensure customer satisfaction. The restaurant is a popular choice for lunch or dinner, offering a range of delicious dishes.
During our visit, we tried the calamari, field green salad, and a special Wagyu beef dish served with a side of mushrooms. Each dish was skillfully prepared and bursting with flavor, showcasing the restaurant's commitment to quality and taste. We highly recommend The Capital Grille for anyone seeking a memorable dining experience.
TOPICS
- Corporate Events
- American Cuisine
- High-End
- Downtown Spots
10. Rosebud Steakhouse
Classic Chicago steakhouse with vintage decor and famous celebrity clientele

The calamari dish had a flavor that was generally enjoyable, although its texture was slightly tougher than ideal. On the whole, it served as a satisfactory beginning to the meal.
The calamari appetizer was deep-fried to a crispy perfection, making it a standout choice to start the meal. It is highly recommended for those who are looking for a delicious and satisfying way to begin their dining experience.
TOPICS
- American Cuisine
- Social Gatherings
- Mid-Range
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11. Reviver in Streeterville
Live music on weekends, extensive wine list, and friendly staff

The calamari dish stood out with its tenderness and light breading. It was fried to perfection, providing a satisfying crunch with each bite. Another recommendation is the French dip sandwich, especially when ordered with bacon and cheddar for an extra burst of flavor. The meal was enhanced by exceptional service that contributed to an enjoyable dining experience.
In summary, the calamari and French dip sandwich were exceptional choices at this establishment. The calamari was tender and lightly fried, while the French dip was elevated with the addition of bacon and cheddar. The service during the meal was top-notch, making for an overall positive dining experience.
TOPICS
- American Cuisine
- Fusion Cuisine
- Downtown Spots
- Affordable Nightlife
12. Mariposa

TOPICS
- American Cuisine
- Downtown Spots
- Dinner
- Weekend Dining