The beef should hit the Dutch oven with a sharp sizzle, not hiss in its own juices. I brown it in two batches, which gives the meat room to develop those dark, savory bits on the bottom of the pot. They become part of the backbone of this molasses bourbon beef chili with chipotle peppers, not something to scrub away.
Bourbon, unsulfured molasses, and chipotles in adobo each bring a different kind of depth. The bourbon loosens the browned bits, the molasses rounds out the tomato and chile, and the chipotles bring smoke with their heat. A long, gentle simmer pulls those flavors together into a thick chili with tender beef and beans that still hold their shape.

Kitchen Note
I add the kidney beans after the first long simmer, not at the beginning. They need the final half hour to warm through and take on the chili, but they hold their shape better than they would after simmering for the full stretch.
Save this molasses bourbon beef chili for a cold night when you want smoky chipotle heat and a rich, slow-simmered pot.
Why Browning the Beef in Two Batches Pays Off
Two pounds of ground beef looks manageable in a six-quart Dutch oven, but all of it at once crowds the cooking surface. The meat releases moisture as it cooks, and when that liquid collects faster than it can evaporate, the beef steams instead of browning. You still get cooked meat, but you miss the deeper flavor that comes from browned edges.
Working in halves gives each piece better contact with the hot pot. Let the first batch brown before transferring it to a plate, then give the second batch the same space. Those browned bits stuck to the bottom are concentrated beef flavor. When the bourbon goes in later, scraping them loose folds that flavor into the chili base instead of leaving it behind.
This matters even more in a chili that simmers for a while. The meat’s browned flavor carries through the tomatoes and broth, while the molasses and chipotles add their own layers. Taking a few extra minutes at the start gives the finished pot a fuller, less one-note taste.
What Molasses, Bourbon, and Chipotles Each Bring to the Pot

- Ground beef — The 85% lean blend has enough fat to keep the chili rich without leaving the pot excessively greasy. It doesn’t need to be premium beef; fresh, evenly packaged ground beef works well. Much leaner beef will give you a less rounded result.
- Bourbon — It loosens the browned fond and adds a warm, oaky note that plain broth can’t fully reproduce. Use a bourbon you’d be comfortable pouring into a glass; there’s no need for an expensive bottle. For a no-alcohol pot, replace it with the same amount of beef broth and expect a more straightforward savory flavor.
- Unsulfured molasses — This brings a dark, mellow sweetness that softens the edge of the tomatoes and smoky chiles. Use unsulfured molasses for its clean, deep flavor; blackstrap can taste sharper and more bitter here. Stir it in with the broth so it disperses through the pot.
- Chipotle peppers in adobo — The peppers provide smoke and a steady chile heat, while the adobo adds tangy, seasoned depth. Mincing the peppers helps distribute their heat instead of leaving a large fiery piece in one spoonful. A can that’s already open is fine; keep the peppers and sauce together in the chili.
- Diced tomatoes and kidney beans — Canned diced tomatoes give the chili its tomato base without turning it into a smooth sauce. Choose beans that are intact rather than crushed in the can, then drain and rinse them so their packing liquid doesn’t cloud the chili. Kidney beans are sturdy enough for the final simmer.
Build the Chili in Layers, Then Let Time Thicken It
Brown the Beef Without Crowding the Pot
Heat the vegetable oil in a six-quart Dutch oven over medium-high heat. Brown half the beef for 5 to 7 minutes, breaking it into small pieces, until it reaches 160°F, then transfer it to a plate and repeat with the rest. Give the meat room to sear rather than stirring it constantly. Keep any juices that collect on the plate; they go back into the pot later.
Soften the Onion and Jalapeño
Reduce the heat to medium, then add the diced onion and minced, seeded jalapeño. Cook for 5 to 7 minutes, stirring occasionally, until the onion softens and begins to look translucent. If the pot looks dry, keep the heat at medium rather than letting the vegetables scorch against the bottom. They should soften, not take on a dark crust.
Wake Up the Spices in the Tomato Paste
Add the garlic, chili powder, cumin, oregano, smoked paprika, salt, pepper, and tomato paste. Stir constantly for 1 minute so the spices bloom in the oil and the tomato paste darkens slightly. Don’t step away during this short stage; garlic and dry spices can catch quickly in a hot pot. You’ll smell the spices before you add the liquid.
Deglaze With Bourbon and Build the Base
Pour in the bourbon and scrape the bottom of the Dutch oven to loosen the browned bits. Let it simmer for 2 minutes, then stir in the diced tomatoes, beef broth, molasses, minced chipotles, adobo sauce, and browned beef with its collected juices. Scrape once more as you stir so the fond is worked into the liquid. Bring the chili to a boil before lowering the heat.
Simmer Until Thick, Then Add the Beans
Lower the heat to maintain a gentle simmer and partially cover the pot. Simmer for 60 to 90 minutes, stirring occasionally, until the chili has thickened; a hard boil can make the bottom catch before the liquid reduces evenly. Stir in the drained, rinsed kidney beans and simmer uncovered for 30 minutes, stirring now and then. The finished chili should look substantial rather than soupy, with the beans intact.
Easy Changes for a Milder or Bourbon-Free Pot
Swap in pinto beans
Use two 15-ounce cans of drained and rinsed pinto beans in place of the kidney beans. Pinto beans make the texture a little creamier and less firm, but they work well with the long-simmered beef and smoky tomato base.
Turn down the chile heat
Leave out the jalapeño and use one minced chipotle pepper with one teaspoon of adobo sauce. You’ll keep the smoky character while making the heat gentler; the chili won’t have quite the same lingering chile kick.
Make it without bourbon
Replace the bourbon with the same amount of beef broth. The chili stays savory and full-bodied, though it loses the bourbon’s warm, oaky note. Continue with the same simmer so the base still has time to thicken.
Storage and Reheating
- Refrigerator: Keep leftovers in an airtight container for 3 to 4 days. The chili will thicken as it chills.
- Freezer: Freeze in airtight, freezer-safe containers for up to 3 months. Leave a little room at the top for expansion; the beans may be softer after thawing.
- Reheating: Warm gently in a saucepan over medium-low heat, stirring and adding a splash of beef broth if it’s too thick. Heat leftovers to 165°F; avoid a hard boil, which can break down the beans.
Questions That Come Up While the Chili Simmeres

Molasses Bourbon Beef Chili With Chipotle Peppers Recipe
Ingredients
Equipment
Method
- Heat the oil in a 6-quart Dutch oven over medium-high heat. Brown half the beef for 5 to 7 minutes, breaking it into small pieces, until it reaches 160°F; transfer to a plate and repeat with the remaining beef.
- Reduce the heat to medium, add the onion and jalapeño, and cook for 5 to 7 minutes, stirring occasionally, until softened.
- Add the garlic, chili powder, cumin, oregano, smoked paprika, salt, pepper, and tomato paste; cook for 1 minute, stirring constantly.
- Pour in the bourbon and scrape up the browned bits from the bottom of the pot; simmer for 2 minutes.
- Stir in the diced tomatoes, beef broth, molasses, chipotle peppers and adobo sauce, and browned beef with any accumulated juices. Bring to a boil, then reduce the heat to maintain a gentle simmer.
- Partially cover and simmer for 60 to 90 minutes, stirring occasionally, until the chili is thickened.
- Stir in the kidney beans and simmer uncovered for 30 minutes, stirring occasionally.