Crockpot Chipotle Pulled Pork Pumpkin Chili w/Cinnamon Roasted Pumpkin Seeds.
It’s fall, so there needs to be a lot of chili involved. Don’t cha think?
Chili is one of my favorite things about fall. It’s just so dang comforting. A big pot of chili simmering all day on the stove is the best. Especially, if it’s a cold day. Nothing beats a hot bowl of chili on a cold day.
I mean, your house smells A-maaa-zing.
Every year at about this time, I make chili. I do it without thinking, it’s just a natural habit this time of year. Actually, we pretty much always have this chili on Halloween. It’s somehow become our own little Halloween tradition. Chili on Halloween.
I realize today is the day BEFORE Halloween, but it didn’t seem to make sense to show you guys a recipe I want you to make on the very same day. And yes, I really, really, really want you guys to make this for dinner tomorrow night. And if not tomorrow, because you have party plans and such, than Sunday for sure, because this is very much a Sunday recipe too!
SO.
I know that chili is already an easy dish, but this Crockpot Chipotle Pulled Pork Pumpkin Chili is even easier. Literally you throw everything into the crockpot in the morning and then just let it cook, low and slow ALL DAY LONG. If you can, cook it the day before you plan to eat it. Then place it in the fridge overnight, get it back out the next morning and cook it again till dinner time. Honestly, the longer this chili sits, the better.
Like with most chili recipes, I always say three-day old chili is better than day old chili. Aging does this soup some good. Trust me on this.
Chili always brings back good memories for me. It’s really one of the only meals I remember my mom ever making, and she only made it on cold dreary days. Which was clearly perfect. Chili on a sunny, semi-warm day is just not what I want. Cold days put me in the mood for chili. You know?
AND mom always served her chili Cincinnati style. Not gonna lie you guys, I sort of think all chili should be served this way, and with a hefty side of beer bread too, because well, it just should.
When I serve this for dinner, I serve it over angel hair pasta. I really just do not know any other way to serve chili. It’s pasta, topped with saucy delicious chili and cheddar cheese. So flipping good. Do what you please, but I highly recommend serving this Cinci Style.
Also, if you like your chili full of texture, I would recommend browning the pork before adding it to the crockpot. This will add a little extra oomph to your chili.
Double also, I highly recommend using fresh cubed pumpkin in the chili. Sure, you can used the canned stuff in a pinch, but the cubes of pumpkin add some much needed texture and great flavor. I loved biting down into the sweet pumpkin. I am way too into the pumpkin right now…. as you will see tomorrow.
And about the pumpkin seeds.
Don’t get all freaked out because they are roasted in cinnamon sugar. The sweetness balances that spicy chipotle and the crunch just builds on the texture. You can’t skip the seeds you guys. One, you really do need them for the texture. They add a nice crunch and breakup the smoothness of the pork. Two, they are so delicious. It’s possible you may eat the whole pan before you serve the soup, in which case you obviously should make another batch. And you better double it while you’re at it.
Ok, so here is you game plan.
Start your chili today, let it sit overnight… heat it back up tomorrow!
Nutritional information is only an estimate. The accuracy of the nutritional information for any recipe on this site is not guaranteed.
Crockpot Chipotle Pulled Pork and Pumpkin Chili w/Roasted Pumpkin Seeds.
By halfbakedharvest
Course: Main Course
Cuisine: American
Keyword: chili
This chili is warm, rich, comforting and super simple to make
Ingredients
- 1 (2-3 pound) pork shoulder roast or butt
- 4 tablespoon honey
- 1/4 cup chili powder
- 2 tablespoons smoked paprika
- 2 teaspoons chipotle chili powder
- 1 teaspoon cinnamon
- 1 teaspoon garlic powder
- 1 teaspoon onion powder
- 1/2 teaspoon cayenne pepper
- 2 leaves bay
- 1 (12 ounce) beer, i used pumpkin beer
- 2 teaspoons cider vinegar
- 2 teaspoons worcestershire
- 1 (28 ounce) can fired roasted crushed tomatoes
- 2 (6 ounce) cans tomato paste
- 4 cups fresh pumpkin diced (or 1 can pumpkin puree)*
- 1 (14 ounce) can black beans rinsed + drained (optional)
- shredded sharp cheddar cheese sour cream or greek yogurt and cilantro, for topping
Cinnamon Sugar Pumpkin Seeds
- 2 tablespoons butter
- 1 cup pumpkin seeds
- 2 tablespoons brown sugar
- 1 teaspoon cinnamon
- salt to taste
Instructions
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Add the pork to the bowl of a crockpot. Drizzle the honey over the pork and then sprinkle with chili powder, chipotle chili powder, cinnamon, garlic powder, onion powder, cayenne and season with 1/2 teaspoon salt. Add the bay leaves and then pour in the beer, cider vinegar, worcestershire, fire roasted tomatoes and tomato paste. Add the cubed pumpkin and stir to combine.
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Cover the crockpot and cook on low for 7-8 hours or on high for 4-6 hours (I recommend going low and slow).
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Just before you are ready to shred the pork, make the pumpkin seeds. Preheat the oven to 350 degrees.
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In a heavy-bottomed medium skillet, add the butter and melt over medium heat until just browned. Butter will melt, foam, and froth, and then begin to brown along the bottom. Whisk the browned bits off of the bottom of the pan. Remove from the heat and stir in the pumpkin seeds, brown sugar, cinnamon and salt. Toss well and then spread the mixture out onto a parchment lined baking sheet. Roast for 20-30 minutes, stirring every 10 minutes to make sure nothing is burning. Remove from the oven. Taste and season with salt if desired.
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Remove the pork from the crockpot and let cool slightly. Lightly shred the pork with two forks or your hands and return the meat to the crockpot. Add the black beans. Toss well, cover and warm through. If the chili base is too thin for you liking, add a cup or so of chicken broth until your desired consistency is reached.
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To serve, ladle the chili into bowls. Top with a dollop of greek yogurt and shredded cheddar cheese. Sprinkle the the pumpkin seeds over the chili. EAT!!
Best Halloween dinner ever. No really. All you need is a side of candy. Oh, and it’ll be Friday, so this is clearly all a win, win!
So intrigued by this – cinnamon in the chili and on those pumpkin seeds – so unique! What a wonderful mix of textures and flavors
Thanks Shashi!! Hope you had a great Thursday!
Wow this chili looks insanely good….I love that you use shredded pork…and I’m with you I love chili on top of pasta. This is perfect for Halloween night.
Thanks lisa!! 🙂
This chili is like the perfect fall dinner. Love everything about it!
Thank you so much, Anna!
Loving the addition of pumpkin to this fall chili! Honestly, I have never cooked with fresh/raw pumpkin, but you are inspiring me to step outside of my comfort zone! (BTW, those bowls are ridiculously gorgeous!)
You have to cook with a fresh pumpkin, so good!
You said it, sister! There’s nothing like a big bowl of meaty chili! Adding pumpkin to chili always makes for such a nice and unique flavor…and those pumpkin seeds? Perfecto!!
Thanks Julia! Have a fun Halloween tomorrow!
Whoa, it’s like you read my mind! I was trying to figure out a good, festive chili recipe to make for some relatives tomorrow night. Nothing was speaking to me, and then this seemed like it was meant to be. So yep, it’s happening!
I hope this is a hit! THANKS!
Yum, yum, yum! Love the addition of the pumpkin seeds 🙂
Thanks so much, Jennifer!
So perfect! I have a freezer full of pork & the pumpkins are still coming in from the garden. If you take requests?…pork meals. Just took our pig to processor & have a Ton of pork. & I like your take: recipes w/ a twist….Tieghan Twist, to cliche?
Thank you so much, Sarah!! Lucky you to have a freezer full of pork. I will have to start thinking up more pork recipes i guess! 🙂
Fall is the perfect time for chili and I love those roasted pumpkin seeds!
Thanks Laura!
I love your chili on so many levels- pork shoulder, pumpkin and pumpkin seeds to boot! My husband is such a huge chili fan I need lots of recipes because I get bored easily. 🙂 I can’t wait to make it!
THANK YOU! 🙂
Your photos are beautiful! I love the pumpkin seeds, I can just imagine all these textures together in one bite, YUM! : )
Thank you so much, Crystal!!
This is a lovely post, chili is the best fall comfort food. The pumpkin seeds are a great touch!
Thank you so much, Nik!!
This looks WONDERFUL, and I just made your Chipotle pumpkin hummus with huge success! You have one of my most favorite food blogs 🙂 I’d like your opinion on converting this to a vegetarian chili. Will beans hold up through all that cooking, and which ones might you suggest? If I start with dry beans, how much water might be good to start with? Thank you and Happy Halloween! 🙂
Awe!! Thank you so much, Michelle! You just made my night! 🙂
I think starting with dry beans would be good, but I am not sure how much. Maybe 1 or 2 cups and then add double the amount of water. So 1 cup beans + 2 cups water or 2 cups beans + 4 cups water. I would use black beans or kidney beans, but I think any bean would work. Let me know if you have anymore questions and I hope you love the chili!
Thanks again,
Tieghan!
Oh and happy belated Halloween! 🙂
OK I didn’t know what I wanted for dinner (I’m not cooking) but now I know Skyline–lol.
But I will be trying this chili soon.
Haha! Thanks Nancy!
Yummy this is simply delicious, thanks for posting this up.
Simon
Thanks!
Oh god, these should be forbidden! They look insane!
Ha! Thanks!
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Ha! Saw the photo on the MSN feed just now and immediately thought “Looks like a photo I would see on Half Baked Harvest!” A credit to your photgraphy skills for sure. 🙂 It looks delicious! http://www.msn.com/en-us/foodanddrink/recipes/60plus-perfectly-seasonal-fall-slow-cooker-recipes/ss-AAevNkm?ocid=UP97DHP#image=8
haha! Thank you so much, Joni! Hope you had a great day!
This looks so yum! I no longer have a crockpot, could I do it on the stove? What times would you recommend. Thanks.
HI! Yes, you can cook this on the stove, I would just simmer for for 2-3 hours over low heat or longer if you can. Let me know if you have any other questions!
just add a few calories in your daily diet 🙂
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Lähes kaikki netticasinot tarjoavat sinulle mahdollisuuden kokeilla netissä pelaamista ilmaiseksi. Sinun ei siis tarvitse tallettaa rahaa voittaaksesi; riittää kuin avaat tilin netti kasinolle ja lunastat näin itsellesi ilmaiskierroksia.
Chili is one of my favorite things about fall. It’s just so dang comforting. A big pot of chili simmering all day on the stove is the best. Especially, if it’s a cold day. Nothing beats a hot bowl of chili on a cold day.
SO So true! It’s so a fall comfort food!
It was 85 outside but I just had to make this last Saturday. It was delicious!
Had leftovers yesterday with pasta but think this would be delish with mashed potatoes as well (I just couldn’t get myself to actually boil potatoes with temperatures in the low 90s).
I used a whole butternut squash instead of the pumkin puree and just blended everything directly in the crockpot after removing the pork for shredding. Then added a can of red kidney beans together with the pulled pork for another 30 minutes on low. And I only used one can of tomatoes because with the butternut squash my crockpot was too full to add a second can. I was also out of worcestershire sauce and chipotle chili powder, I substituted a chipotle chili in adobo that I still had in the fridge.
I promise I otherwise followed the recipe 😉 and it was lovely! Will definitely make again.
Sounds amazing!! I am so happy you loved it! Thanks!
Ok. I made this. Easy. Beyond fabulous. It was as wonderful as it sounds. I’ll certainly make this dish again. Love your recipes and your style.
Thank you Beth! So happy you liked it!
I am planning on making this over the weekend and I have a pork loin roast that I need to use. I know the shoulder or butt is the best meat to use for this but would the loin come out as well? Do I need to cook it differently if I use the loin or would you recommend that I just go get the shoulder or butt because I will be disappointed if I don’t?
Hey Liz! So Honestly, I would probably buy the roast. A pork loin is not meant to be slow cooked, so I am not sure how it will turn out. The flavor might be good, but the pork might be on the dry side from the long cooking time. Please let me know if you have other questions. Thank you and hope you love the chili! 🙂
Has anyone added corn to this recipe?
Sounds amazing and am making for the first time tomorrow!
think starting with dry beans would be good, but I am not sure how much. Maybe 1 or 2 cups and then add double the amount of water. So 1 cup beans + 2 cups water or 2 cups beans + 4 cups water.
Yes, i think that will be OK, but I have not tested it, so i cannot say for sure. Hope you love this!
Hello,
We love this dish! But just noticed that you listed smoked paprika under the ingredients but don’t mention in the instructions. I presume it should be added with all the other spices?
Yes, add with the other spices. So sorry about that. Recipe has been fixed. Thank you! 🙂
What do you mean my 2 ounce cans of tomato paste (6). Does this mean 2, 1 ounce cans? What does the 6 mean? Thanks!!!
Hi Suzanna, so sorry for the confusion. It should read 2 (6 ounce) cans of tomato paste. Recipe is now fixed. Please let me know if you have any other questions. Hope you love this recipe! Thanks! 🙂
Hi! Making this amazing dish again. Can I make it early and freeze it? Or make it a few days in advance? Thanks for your input!
Hi! Yes! You can make it early and keep in the fridge for a few days for freeze for 2-3 months. Let me know if you have other questions. Thank you! 🙂
Why is it we blame kids when they whine and cajole for extra time with their devices, but then we turn around and “gift” them added tech hours when they get good grades or clean their room.
That is a good point.. I am not too sure!
You make a great point. Got some great info here 🙂
Thanks!
This is what a called a real chili. Thully amazing and easy to cook, unless my father thing that all this if some kind of sauce for the seeds :DO
Everyone like the dishes, can you also advice what i can add to make it more spice?
HI! You can add in and addition jalapeno pepper or additional chipotle peppers to make this more spicer. Please let me know if you have other questions. Glad you love this recipe! Thanks! 🙂
I made this for dinner tonight, and it was so delicious! The flavors are amazing. The perfect fall meal!
Thank you so much Katie!
So excited to try this recipe this week 🙂 Any sub recommendation for the beer? Not that I don’t love beer, but I’m going to let my 8 month old baby dig in on this chili (she loves chili!) Thanks!
Hey Emily! YOu can use an equal amount of chicken broth (about 1 1/2 cups). Please let me know if you have any other questions. I hope you love this recipe. Thanks so much! xTieghan
We had this chili last night and it was an nice change from classic chili. The pork was well shredded and the pumpkin + seeds gave an extra wow. i added an extra dollop of sour cream to serve and … we ate the whole pot! By the way, I was bragging about our summer temperatures last week, now it’s almost freezing. Send in the winter food !
Wow! I am so glad you loved this chili Anaïs! I hope you make all of the winter recipes to warm you back up!
How many people does this recipe serve?
HI! This will serve about 6 people. Please let me know if you have any other questions. I hope you love this recipe! Thank you! xTieghan
I already have pulled pork leftovers from smoking. Do you think it would be better to put the pork in the beginning or the end?
Hey Brian! I would recommend adding the pork about 1 hour before the chili is done cooking. Please let me know if you have any other questions. I hope you love this recipe! Thank you! xTieghan
Hi Tieghan…I just had to comment and tell you how much my family LOVES this chili! I discovered your recipe way back in 2015 (sorry it took me 4 years to comment) when we were traveling from our home in sunny Florida with constant 90 degree temps to a family reunion in the hills of Tennessee with chilly 40 degree temps. We were super excited and when my Mother-In-Law announced that we should have a family chili cook off for fun…well we did…and my Husband and I used your recipe…and guess what….we won!! Everyone was super skeptical to try it…after all who thinks of pumpkin and cinnamon for chili?! Well you…that’s who! And now we do too! We have since made it a family tradition to make it and share with neighbors every Halloween.. Thanks so much for the recipe and the family memories it has helped us make. XOXO Tracy 🙂
Wow this is such a sweet story! Thank you so much for trying that recipe, Tracy! So happy it has become a family tradition!! xTieghan
I Want to make this for my meat lovers on Halloween but I also need to make a vegetarian option chili. You think I could leave the pork out?
Hi there! Sure! I would replace the pork with 3 cans of beens or lentils. Please let me know if you have any other questions. I hope you love this recipe! Thank you! xTieghan ??
I am thinking of cooking this a day or two in advance, putting it in the fridge overnight like you recommend, then letting it cook until lunch time the next day. when should i pull the pork?
HI Nicole! You can pull the pork apart before chilling in the fridge. That will work great! Please let me know if you have any other questions. I hope you love this recipe! Thank you! xTieghan
This looks fab and I’m making it Sunday. Quick question: is it a small can or large can of pumpkin?
Hi Julie! I use a 14 ounce can. Please let me know if you have any other questions. I hope you love this recipe! Thank you!! xTieghan
Hi! Could I use chicken instead of pork?
Hey,
Yes chicken would be great! I hope you love the recipe, please let me know if you have any other questions! xTieghan
Too many spices and not enough flavor. Used canned pumpkin and can’t even tell it’s in there.
Hi Lexi! I am sorry about that. Is there anything I can help with? xTieghan
Question: do you recommend bone-in shoulder? My local grocery store only appears to have bone-in. If the recipe is meant to have boneless, do I adjust the time?
Hey Colin,
Bone in should would be fine to use, but I would for sure cook on low for at least 8 hours. I hope you love the recipe, please let me know if you have any other questions! xTieghan