Chuck’s Super Chili

  4.9 – 13 reviews  • Pork Chili Recipes

This chili has a unique flavor from the wine and is just a little bit sweet and spicy. This chili is a family favorite in my household. With this recipe, I have won a few chili cook-offs at work and performed well in several bigger competitions as well.

Prep Time: 40 mins
Cook Time: 1 hr 50 mins
Total Time: 2 hrs 30 mins
Servings: 20
Yield: 20 servings

Ingredients

  1. 2 pounds hot Italian sausage
  2. 2 pounds ground sirloin
  3. 1 large onion, chopped
  4. 1 red bell pepper, chopped
  5. 1 yellow bell pepper, chopped
  6. 1 green bell pepper, chopped
  7. 8 cloves garlic, minced
  8. 2 jalapeno peppers, finely chopped
  9. 3 tablespoons chili powder
  10. 2 tablespoons brown sugar
  11. 1 tablespoon ground cumin
  12. 1 (6 ounce) can tomato paste
  13. 2 teaspoons dried oregano
  14. ¼ teaspoon salt
  15. ½ teaspoon freshly ground black pepper
  16. 2 bay leaves
  17. 2 cups Merlot or other dry red wine
  18. 2 (28 ounce) cans whole tomatoes, undrained and chopped
  19. 2 (15 ounce) cans dark red kidney beans, drained
  20. 1 (15 ounce) can tomato sauce
  21. 3 chipotle peppers in adobo sauce, chopped

Instructions

  1. Heat a large skillet over medium-high heat and stir in Italian sausage and ground sirloin. Cook and stir until meat is crumbly, evenly browned, and no longer pink. Drain and discard any excess grease.
  2. Transfer meat to a large Dutch oven; place over medium-high heat. Stir in chopped onion; add red, yellow, and green bell peppers, garlic, and jalapeno peppers. Cook and stir until onion is translucent, about 5 minutes.
  3. Mix in chili powder, brown sugar, cumin, tomato paste, oregano, salt, black pepper, and bay leaves. Cook and stir until fragrant, about 3 minutes more.
  4. Stirring constantly, pour in wine, chopped tomatoes and their juice, kidney beans, tomato sauce, and chopped chipotle chiles in sauce. Bring to a boil. Cover, reduce heat to low, and simmer, stirring occasionally, for 1 hour.
  5. Uncover and simmer, stirring occasionally, until thickened, about 30 minutes. Discard bay leaves before serving.
  6. You may use sweet Italian sausage and reduce the amount of chiles to 1 jalapeno and 2 chipotle chiles, if desired.

Nutrition Facts

Calories 282 kcal
Carbohydrate 18 g
Cholesterol 52 mg
Dietary Fiber 5 g
Protein 19 g
Saturated Fat 5 g
Sodium 746 mg
Sugars 6 g
Fat 14 g
Unsaturated Fat 0 g

Reviews

Victoria Cantrell
This turned out great. Just the right consistency. I added a little Valentina mexican hot sauce because I like my chili on the spicy side.
Jean Wolfe MD
Great Chili recipe. I’ve made this 3 times over the past year(2022) and passed on the recipe to relatives back east. Husband of my cousin entered this chili in a chili cook off and won 1st prize.
John Chavez
I followed this recipe exactly (but used Impossible sausage instead of animal meats) and entered it into a friends’ annual Chili Cook off…of 16 total entries this won! The first time a vegetarian chili has ever won… so thanks Chuck!!
Philip Lee
I was looking for just any chili recipe and my wife said, “This looks like it might be good.” Wow it is good! I made it a few days ago and it is so tasty! I will be making it again very soon. Thanks Chuck!!!
Megan Perkins
Didn’t have any brown sugar so I subbed w Maple syrup
Scott Lopez
Best Chili Recipe! My entire family loved it!!!
Stephen Wood
Excellent chili! We didn’t have any red wine on hand so we omitted that but, the flavor was good without it! I can’t wait to make it again so that we can try it with all the ingredients
Jennifer Olson
I had to make some hot pepper substitutes but tried to follow the recipe as close as possible. Came out delicious.
Tyler Mcdaniel
Loved it – adjusted the chilis to taste
Ryan Howard
Super duper! Left out the jalapeños so my family would eat it. Great chili!
Matthew Harris
Fabulous!
Melissa Coleman
Great flavor the red wine adds an awesome extra layer of flavor
Christopher Santos
I love the flavor of this chili. The red wine adds an interesting flavor and the chipotle peppers in adobo sauce make it awesome! And hot…but they are hard to find at the store. When you do find them, use only part of the can (the recipe calls for 3 chilis and there are usually double that in a can) and freeze the rest in a container for your next batch of chili because you will be making this again. I made 1 change to the recipe: I only used 1 pound each of the Italian sausage and the ground beef. I serve it with grated cheddar on top.

 

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