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Adjust Servings:
Grilled Octopus
2.5 gallons Water
1 cup Lemon Juice
4 whole dried red chilies
3 heads garlic
1 pound onions peeled and 1/2 inch dice
2 Bay Leaves
2 ounces Italian Parsley
1 tablespoon Black Peppercorns
5 pounds baby octopus
1/2 cup Olive Oil
Roasted Potatoes
2 pounds fingerling potatoes
1/4 cup Olive Oil to roast potatoes
1/4 teaspoon freshly ground black pepper
Assemble Salad
cooked and grilled octopus
roasted fingerling potatoes
1 tablespoon Garlic
1/2 teaspoon dried red chill flakes
1 teaspoon dried oregano
1/4 cup Italian Parsley
1/4 cup red wine vinegar
2 ounces Lemon Juice
  • Serves 12
  • Medium


  • Grilled Octopus

  • Roasted Potatoes

  • Assemble Salad



Grilled Octopus

  1. In stainless stockpot add water, lemon juice, dried chili, garlic, onions, bay leaf, parsley and salt.
  2. Bring to a boil and simmer for 30 minutes.
  3. Add black peppercorns and cook an additional 10 minutes.
  4. Strain, saving liquid and discarding vegetables.
  5. Add liquid back to same pot and return to boil.
  6. Add baby octopus and simmer briskly for 30 minutes.
  7. Shut off flame.
  8. Allow octopus to cool in liquid for one hour.
  9. Remove from liquid to cool completely.
  10. Coat octopus with olive oil and grill until lightly browned in spots.
  11. Remove and cut into approximate pieces, then place into a mixing bowl.

Roasted Potatoes

  1. Combine potatoes with olive oil, kosher salt and pepper.
  2. Place on tray and roast in 375-degree oven for 25 to 30 minutes.
  3. Cool at room temperature and set aside.
  4. When cool to touch, cut into ¼-inch slices and set aside.

Assemble Salad

  1. Add all ingredients to mixing bowl and marinate for at least one hour before serving.

David DiGregorio

Raised in Rhode Island, Chef David DiGregorio attributes his appreciation of food to his Italian family’s tradition of cooking and eating together, later knowing as a child that he wanted to be a chef. At fourteen years old, he started his career working at various restaurants until entering the Culinary Arts Program at Johnson and Wales University in Rhode Island in 1978. Throughout a two–year American Culinary Federation apprenticeship at the Mobil four–star Swiss Chalet Restaurant, Chef DiGregorio gained a strong background in cooking classic continental cuisine. In 1982, he moved his career path to Chicago and joined the reopening staff at the 95th Restaurant as a saucier. After working several positions in the kitchen, DiGregorio took over as the 95th’s executive chef in March 1986. Under his leadership, the restaurant was named one of the top ten restaurants of the year by critic James Ward and earned many national industry awards. During his time with the 95th restaurant, Chef DiGregorio gained the attention of the international and national award-wining restaurant group, Lettuce Entertain You Enterprises. In 1992, he became a part of the Lettuce Entertain You family. As Executive Chef Partner of local River North Maggiano’s, he brought to Chicago the Italian tradition of family-style dining and a greater appreciation of classic, American-Italian cuisine making the restaurant a legendary Chicago favorite. In 2004, after taking a trip and dining throughout Italy with LEYE founder and Chairman Rich Melman, the team opened Osteria Via Stato in Chicago’s River North. Focusing on Italian-inspired dining that he experienced during his journey, the restaurant follows the Italian tradition of seasonal ingredients and local flavors. Osteria Via Stato’s simple and honest approach has made it a favorite mainstay for today’s epicureans—from neighborhood locals to award-winning chefs and winemakers throughout the world. In 2007, Chef DiGregorio and his team launched Pizzeria Via Stato, a Roman-style pizzeria featuring ingredient-driven tavern pizzas, salads and small plates. Chef DiGregorio continues to keep creativity and quality his top priorities for developing his ever-evolving, seasonally-driven menus. He seeks out and develops relationships with farmers, family-owned establishments and artisanal purveyors throughout the Midwest, assuring him the freshest, most innovative ingredients available. Chef DiGregorio has received numerous awards and accolades throughout his notable career. Of recent, his work’s inspiring and affable style has earned Osteria Via Stato recognition in Gourmet, Bon Appetite and Food & Wine magazines, as well as "Best Italian Restaurant," TimeOut Chicago; Best 25 Tastes of Chicago, Where Magazine Chicago. The restaurant has received Wine Spectator’s Award of Excellence, each year since its opening. However, more importantly, the restaurant has earned the embrace of the national food industry and Chicago community participating in various, prestigious culinary events such as Chicago’s Green City Market Chef’s BBQ and National Restaurant Association’s Restaurant Tour. Chef DiGregorio and his wife, Tiyang have three sons.

Osteria Via Stato

Executive Chef David DiGregorio delivers an authentic Italian dining experience inspired by his travels throughout the Italian countryside. Conveniently located in the heart of River North, Osteria Via Stato offers a selection of seasonal specialties including antipasti, salads, pastas and entrees using fresh, local ingredients from Midwestern farmers. Enjoy our famous Italian Dinner Party—which includes selections of antipasti, pasta, choice of main course and sides—for only $38.95 per person. Boasting a robust wine list of over 300 Italian wine labels—the perfect complement to the mouthwatering cuisine—Osteria Via Stato’s rustic, honest food and warm, welcoming atmosphere will transport you to Italy. For reservations or more information call 312-642-8450 or visit

Pizzeria Via Stato

Nestled within Osteria Via Stato, Executive Chef David DiGregorio’s popular Italian restaurant in River North known for it’s delicious, family-style menu, this cozy, Roman-style pizzeria highlights the same passion for market-fresh ingredients and features a selection of antipasti, salads and tavern-style pizzas with crispy, thin crusts and both artisanal and classic toppings. The bar/tavern features 300 Italian wines, local bottled and draft beers as well as an extensive selection of small plates. For reservations or more information call 312-642-8450 or visit

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