Whiskey Jack's Down Home Steak Chili in 30 Minutes

A hearty, robust chili featuring tender chunks of steak seared to perfection and simmered with Jack Daniels whiskey, chili beans, and kidney beans. The whiskey adds a distinctive smoky depth while jalapeños provide just the right amount of heat. Perfect for cold weeknight dinners or casual entertaining when you want something satisfying without hours of cooking. This quick version delivers all the comfort of traditional chili with an twist from the whiskey and quality steak.
Ingredients
- 2 pounds thick cut steak, cut into 1/2-3/4 inch piecesground beef1 pound ground beef for 2 pounds steakbudget
faster cooking
- 1 tablespoon olive oil, extra virgin
- 1 teaspoon kosher salt
- 1 teaspoon black pepper, fresh ground
- 1 ½ cups Jack Daniels Whiskeybourbon or dark rum1:1alcohol
similar depth
- 46 ½ ounces S&W Chili Beans, 3 15.5-ounce cansdried beanssoak overnight, cook separatelynatural
requires planning
- 15 ½ ounce kidney beans, rinsed and drained
- 1 teaspoon smoked paprika
- 1 teaspoon New Mexico chili powder
- 1 teaspoon Worcestershire
- 2 jalapeños, minced, seeded and deveined
Instructions
- 1
Heat large pot over high heat until you can feel heat with your hand, then add oil
- 2
Add steak pieces and sprinkle with salt and pepper
- 3
Cook until steak is browned on all sides, stirring occasionally
- 4
Add minced jalapeños and toss to combine
- 5
Add whiskey and allow to boil for about 3 minutes
- 6
Add remaining ingredients and stir to combine
- 7
Reduce to simmer and cook for 10 minutes
- 8
Serve and enjoy
Tips
Use a heavy-bottomed pot to ensure even heat distribution and prevent sticking when searing the steak.
Don't skip the whiskey boiling step - this burns off harsh alcohol while concentrating the flavor.
Cut steak against the grain for more tender pieces that are easier to eat with a spoon.
Good to Know
Refrigerate up to 4 days in airtight container. Flavors improve overnight.
Can be made 1-2 days ahead. Reheat gently on stovetop, adding liquid if needed.
Serve hot with cornbread, shredded cheese, sour cream, or chopped green onions.
Common Mistakes
Don't skip browning the steak to avoid bland, gray meat
Use high heat initially to avoid steaming the steak instead of searing
Substitutions
similar depth
requires planning
FAQ
Can I make this without alcohol?
Yes, substitute the whiskey with beef broth or additional bean liquid for moisture and flavor depth.
What if I don't have New Mexico chili powder?
Regular chili powder works fine, or try a mix of paprika and cayenne for heat.
How long will leftovers keep?
Store refrigerated up to 4 days or freeze up to 3 months in portion-sized containers.