Spicy Pineapple Chili

This is a super simple and amazing Spicy Pineapple Chili.  I know I made this in the middle of the summer, so just to make it feel like amazing, soul-warming comfort food. I paid the extra money for my electric bill that day and tried to replicate the artic in my house with my air conditioning.  Needless to say, it got really cold, and the chili really warmed me up, but it just wasn’t the same.  But either way the Chili was amazing so on that note, you should probably start making your grocery list for this one right now.  Oh, and real quick before I get to my regular life rants; this was a pain in the ass to photograph.  When you’re done making it, please just throw it in a bowl and enjoy every minute of it because it tastes way better than spending an hour styling it and eating it cold haha.

Spicy Chili

So one thing I have noticed since I started this whole cooking thing, is I quickly became a huge Kitchen NERD.  I get so excited over kitchen gadgets and love them all haha.  Remember that POST last week, I got myself an amazing Spiral Slicer and have not stopped using that thing.  Plus it made those amazing Lemon Cucumber Noodles.  Oh yea, but back on point.  For this chili, I used my Le Creuset 7 Quart Dutch Oven which has been a regular staple on my stove.  It literally never gets put away because I am always using it to make huge batches of food and freeze them.  Plus Le Creuset colors are just sexy, see:

Spicy Pineapple Chili

Ok, so I am sure you are all bored of me typing already, but there is a point to this whole charade, and that is I am just straight-up, little kid excited.  I actually almost peed myself with excitement when I got home from work today.  I went to my front door and had a GIBOSTIC box waiting for me and I had an inclination as to what it was.  So in traditional eager and Curious George style I ripped it open at the front door and sure enough, there is was.  My brand new, stainless steel, super sleek and sexy Sous Vide Supreme.  I have wanted one of these since one of my Paleo idols (who I now call a wonderful friend Nom Nom Paleostarted posting all of her amazing recipes with it.  I can’t wait to start using it.  But don’t expect anything original right away, I am going to copy Nom Nom’s posts until I figure this thing out.  But yes that was the huge news: all that reading and all you got was me having a new toy.  Hope you’re excited for me.  I know you’re dying for the recipe now, but if you haven’t figured out that you can just scroll down and ignore my banter, I am both sorry and grateful.  Sorry because you have to “listen” to me, but grateful because you love me enough to read this.  And let’s be honest, I wouldn’t be anything without all you awesome people.  End of story.

5.0 from 41 reviews
Spicy Pineapple Chili
 
Prep time
Cook time
Total time
 
Serves: 8
Ingredients
Instructions
  1. Preheat a large [amazon_link id="B0018EAM7S" target="_blank" ]Stock Pot[/amazon_link] or [amazon_link id="B0076NOGPY" target="_blank" ]Dutch Oven[/amazon_link] over medium heat (You can do this in the [amazon_link id="B001AO2PXK" target="_blank" ]Crock Pot[/amazon_link] as well, see notes below)
  2. Brown your thin strips of bacon in your pan
  3. Add in your onions, peppers, jalapeños, and garlic and continue to cook, stirring often for 5 minutes or until your onions become translucent
  4. Now add in your Grass fed Ground Beef, chili powder, and cumin and stir until your ground beef is cooked through
  5. Add in all your remaining ingredients, stir well, and increase heat until your chili comes to a boil
  6. Once boiling, reduce the heat to low, cover, and simmer for 45 Minutes
Notes
For the crockpot: 1. Brown your bacon in a saute pan and then place in your crockpot 2. Saute your ground beef in the bacon fat until cooked through and then add to your crockpot with all the remaining ingredients 3. Cook on low for 4-6 hours and Enjoy

And if you are still reading, thank you for sticking this out with me.  I didn’t want to flood you with anymore knowledge up top but in case you haven’t been keeping up, I am on my second round of my friend Balanced Bites 21 Day Sugar Detox and couldn’t feel anymore amazing.  If you would like to join me, it is never too late and you will thank yourself.  If interested click on the picture below:



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128 Comments

  1. This was delicious! Really enjoyed it. I am wondering about the micronutrient breakdown though.. Trying to track my Micro’s right now (pretty new at it) and dont see any nutritional values to this chili… Any numbers?

    1. Grassfed means that the animal was raised on a natural grass diet, as opposed to being raised on a vegetable diet full of soy and other products that are bad for our bodies. You can also tell the difference between ground beef and grassfed ground beef. Grassfed ground beef has a better taste overall, and is much healthier for you. I highly recommend you give it a try.

  2. Just had to tell you – I made this chili over the weekend and it was a big hit. My husband went to a chili cook off yesterday and said not a single pot he tried was nearly as good as yours! So you won our company cook off in absentia! Congrats.

  3. We always have some of this chili in the freezer. I haven’t met a person yet that hasn’t loved it and most of them ask for the recipe. The only modification I do is instead of a can of tomato sauce I just used crushed tomatoes and a can of tomato paste (only ingredients are tomatoes in both) so that there are no hidden sugars (great, compliant meal for a Whole30!). This is one of my absolute favorite recipes from your site and my super-fussy eater of a husband prefers it to the kind I used to make with beans! Thanks!

  4. Hi George

    Looking forward to trying this recipe. Could you clarify the “1 (15-ounce) can of tomato sauce” ingredient? Is that concentrated tomato puree? or more like passata. I’m in the UK and we often call things different to you guys in the US. Also, we don’t have “fire roasted diced tomatoes” here, but I’ll use regular chopped tomatoes.

    Thanks in advance!

  5. This was delicious! I substituted ground turkey for the beef and chipotles in adobo for the fresh jalapenos. Also, I cooked the recipe in the slow cooker and it was very easily put together. It made about four ~600 cal servings and came out perfectly! This would be great to freeze in portions but I know we’ll easily finish the rest of this week :)

    *The rating feature won’t let me give it 5 stars or else that’s what it would be!

  6. I just made this for a pot luck this weekend. It was a huge hit. A ton of people asked me for the recipe. And it was super easy in the crock pot.

  7. Hi, I follow you on Twitter, and this post showed up in my Twitter feed just now. How random this showed up, because I’m making Hawaiian Chili for a work get together later this coming week. This recipe seems perfect for Hawaiian Chili. I’ll definitely try this recipe out by buying the ingredients later today and cooking the recipe on Wednesday.

      1. OK, just prepped the stuff for the crockpot later today! I thought that 2 large onions (couldn’t find any medium onions) were too much, so I only put in 1 1/2 large onions. Hope not too little onion! The test is later today. We’ll see if it’s approved.

        I removed the seeds from the jalapenos. However, I had a can of fire roasted tomatoes with green chilies, and not without the green chilies. Oops. 1/4 cup of chili powder? OK. I almost ran out of chili powder! :-D I decided to omit the red pepper flakes. Probably a good thing, as I have de-seeded jalapenos, fire roasted tomatoes *with* green chilies, and chili powder! :-) Hope it’s not *too* spicy! :-D Then again, we’ll have lots of bread, so we probably will be all right if it’s too spicy.

        The instructions didn’t say whether the cans needed to be drained or not, so I did not drain the pineapple and the tomatoes. Whoops, I see now in the comments that the pineapple needs to be drained. Oh well. Crockpot cooking needs liquid, anyway, so that might be all right. Now, I’m wondering if there is enough liquid in the crockpot… I might just put it on low for 4 hours and not let it go past 6 hours – it might burn otherwise. I have a very powerful crockpot. Those big Rival ones from 2008…

        I’ll return with the verdict later tonight. Thanks, Anna

        1. I don’t care if it hot outside here in Florida or not I’m making this tomorrow night! I’ve got fresh pineapple. I can’t wait to get your book!!!!

  8. I am wondering what your serving size is for this recipe, I am serving a large gathering this weekend and thought this would be awesome! Thank you for sharing!

  9. Oh My Wow, this hit the spot last night for our superbowl feast. The game sucked, the chili was awesome–perfect smokey/sweet/spicy/salty combo. The only thing I might change next time is draining off a little bit of the bacon grease before continuing with the recipe…I love me some bacon fat, but a whole pound’s worth is probably a little much! That said, it was super satisfying as is.

  10. Second time making this, I cannot wait for it be done cooking in the crock pot. This time I made extra bacon since I knew I would end up eating like 10 pieces while I was getting everything ready.

  11. I came across this recipe when I was searching for a unique chili recipe for a chili dinner. Typically one person has claimed themselves as the champion of chili. I just wanted to bring a unique spin and potentially shock and awe the tasters. I chose this recipe and tweaked it a little bit (not much of a spicy person, so I toned down that level with regular tomatoes and no jalapenos). I also added a can of kidney and pinto beans. Well, LET ME JUST TELL YOU….so many people LOVED it. Especially the bacon part, because honestly you can’t go wrong with bacon. Moral of the story: your recipe is super delish and will be talked about now and when this dinner rolls around again. Thanks for your creation and inspiration!

  12. So I mentioned to the girls at the gym that I’m going to make spicy pineapple chili today. Both of them said it was “different” and they didn’t like it. I was disappointed to hear that since I was looking forward to making it. I decided to make it anyways. Omg it’s the best chili recipe ever!!! I’ve tried several other recipes and didn’t like them. I’m so glad I didn’t listen to those Bs!!! Lol thank you!!!

  13. This is by far my favorite chili recipe. The combination of sweet and spicy is the best! I have made it multiple times and now have multiple coworkers making it. Yum!!!

  14. So you mentioned in this post that you like to make huge batches of things for freezing and eating later. I take it this is one of those concoctions that lends itself well to that. Do you have other recommendations or a section of the website devoted to those type recipes? Thabnks for all the great recipes

  15. Made this for the first time in the Crockpot today. Ah-may-zing!!! Probably my most favorite Paleo chili recipe ever!

  16. This recipe was amazing and helped our group win the schools chili cook-off! We added half a can of pinto beans and half a can of kidney beans and it was delicious!

  17. I made this last weekend and subbed the bell pepper for one shredded sweet potato and used spicy turkey sausage (uncased) instead of beef. I also left out the bacon because I forgot to get it at the store :|
    HOLY COW. I couldn’t stop eating it. It fueled me for my workouts and was perfect after them as well! I was raving about it for days but wouldn’t share with anyone haha.

  18. This is one of my favorite go-to recipes when I’m cooking for my non-paleo boyfriend. He and I absolutely love it. Your recipes are the best, George. Keep up the great work!

  19. LOVE, LOVE, LOVE this recipe! This is also the recipe that convinced my husband he could go paleo too (it’s only been 1 week today, but he’s doing great!). I make this about 1x/week – we have it for dinner one night and then a couple days of lunches. I didn’t use the bacon (since I haven’t had any good bacon in stock for a while) and used 3 lbs grassfed ground beef instead. Also, I started using the chunked pineapple but the pieces were too big for me (still delicious, but felt like I was trying to chew a flaming piece of pineapple flavored charcoal :) they hold a lot of heat!) and we went to the ones labled “tidbits” or something like that. Perfection. Thank you for taking the time to make and post this recipe.

  20. Thank you very much for this recipe! My husband, myself and 2 little ones really love this and it tastes great on a cold Sunday in Illinois. All of our CrossFit friends love this too. Thank you for a wonderful free website. We really appreciate it! Happy Holidays and thanks for your service to our great country.

  21. When I am clueless about what to make for supper that will be healthy and delicious, this site is my go to page! This recipe is easy, awesome, and packed with flavor. My husband works on the oil rigs and gets really mad if I make it when he is gone. Thanks for the supper ideas and I can’t wait to try out more of your recipes!

  22. Hi George, Happy early Thanksgiving!

    I echo the other comments, this chili (and you) is amazing! Everything from your website and PDF cookbook has been exceptional not only in taste, but also in ease of creation. Thanks for the simplicity, which is great for those of us who are stuck working/commuting most hours of the days.

    WRT the pineapple chili…I’ve now made it three times just in the last month and on the last two batches I added about a tablespoon of arrowroot powder, which helped thicken it up a tad and didn’t really affect the taste — though it does give the chili an oddish color.

    Thanks George, for your service in the kitchen and for our country!

    PS: That almond dressing for the broccoli is probably one of the best things I have ever eaten.

  23. AMAZEBALLS!!!!!! I cannot tell you how much the Hubs and I enjoyed this! So so so good! I did it in the crockpot with FRESH pineapple. We will be having this again. Also, just wanted to let you know I have had one of your recipes every night for the last week. Could not be happier. You have made giving up my grains and dairy so much easier!!! Thank you! Xo

  24. ZOMG. My first paleo recipe and certainly not my last. So freaking amazing! Even the carb-loving boyfriend requested seconds and took leftovers for lunch. I’d say he approved as well. :)

  25. I’m late to the game on this chili, but holy wow! This is probably the BEST chili (hands down) that I have ever had. It’s fatty enough to be decadent, and I love the balance of acidity and sweetness. It’s a nice change of pace from the pumpkin-cocoa-tomato bases I’ve been using.

    Thanks for putting this out there!

  26. This is a great recipe! I shared with a co-worker and she went bananas over it!
    I blended grass-fed beef and bison….little avocado. Delish!

  27. Thanks for the amazing recipe! I made it for my chili contest and took first place! :) There were nine total entries and around 40-45 people voted. It is a keeper!

  28. I have this already to throw in the crock pot tomorrow–looks delicious. One question–do I drain the pineapple or not? Thanks!

  29. OMG! Let me just tell you, I have 5 kids ages 2-11 and every single one of them not only devoured this but went back for seconds! Hands down best chili ever!!! Thank you so much! I’ve already told friends its a must have chili recipe! :-)

  30. So, so good! I really loved this chili, and judging by the dancing that’s currently going on, the tiny human that I’m growing enjoyed it too. Thanks for sharing!

  31. i literally just got done eating a bowl of this my lady made for us. instead of bacon, we doubled the beef, because i am not eating sugar at all through the week, and i don’t want to spend money on the bacon without any. now that i have finished that run on sentence…

    this chili is killer. i’m really glad i found this website. thank you for it. also: thank you for your service to this nation that i love. seriously.

  32. My husband was skeptical at first because of the pineapple, but he had two servings! Even my 9-year old really liked the chili! Keep those good recipes coming!

  33. I made this last night and couldn’t stop after one bowl. This is DELICIOUS! Sometimes too much beef is rough on my stomach so I used ground turkey and it was amazing. I am counting down the minutes until I get to eat some leftovers at lunch. Thanks for the great recipe!

  34. My husband told me this is the best thing I have ever made! My 3 year old also loved it! I love the combination of flavors. Thanks for the recipe!

  35. Found this recipe in Paleo magazine. Really good. Although next time I may drain some of the bacon grease, its just a little too oily on top :)

  36. When I told my daughter I was making this, she immediately responded, “where’s my invite?” WE LOVE THIS RECIPE!! (She actually had two bowls of it!) The combination of flavors is perfect…like a party in your mouth. Thanks so much for this recipe! I know this is going to be a winter favorite in my house. :)

  37. Just started following you on here, Facebook and on Instagram and have already tried 3 incredible recipes including this one! Thanks so much!! We truly commend all of your efforts whether it be by sharing your recipes, or paying for strangers’ coffee :), or just giving away random stuff for free! Keep on….

    Your friends from Philly
    Eric and Robyn

  38. My hubby cooked this one up in the crockpot and it is an instant favorite in our household! And the leftovers were good even though we ran short on pineapple. Your recipes rock and the photos are great. Thanks for all your hard work. You are an inspiration to me to spend more time “playing with my food” and experiment with recipes.

  39. This was very good! The sweet/spicy flavors go well together. My non-paleo friends enjoyed it too :) AND I’ve got some “emergency” meals in the freezer from it. Thanks George!

  40. Lucky you! I want a Sous Vide Supreme!! (also thanks to NomNom)

    Gonna have to try this chili. Just thawed 2lbs of bison to make something freezer-friendly and this is gonna be it. Thank you! :)

  41. This recipe is great! The thought of pineapple in chili was gross sounding but in actuality was super good!! Will be a favorite!

  42. Pineapple on the 21 DSD?
    I am on day 10 of mine and feeling really good! I dragged my bf into it with me and he hates me because I took away his beer for 21 days. Boo hoo. Pineapple sounds really good…
    PS. I think chili should be made year round!

      1. Oh ok, it’s not like I would have reported you to the detox police :D
        I have had a few green tipped bananas, one of the limit foods, and haven’t experienced any intense sugar cravings at all. Some days I wonder if my body is actually being weaned off sugar because I expected to have a lot more cravings.

        Love your site btw, definitely a lot of approachable recipes here I will be trying!

      1. You have to try this! I was a little hesitant w/ the combo of pineapple and beef but it was so good! I don’t handle very spicy things so I substitued jalapenos with mild diced chili peppers and omitted onions. This would be so good for leftovers over spag squash or sweet potatoes. Love this site, I have made many recipes off of it. Thanks for the great food inspiration!

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