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Jack O'Lantern Chili Cups

on October 31, 2011 - 10:31am

Halloween Chili Cups


  • Pillsbury dough (breadsticks, biscuits, crescent rolls, etc)
  • chili (I used homemade black bean chili)
  • cheddar cheese
  • red peppers and/or olives for decorating
  • muffin tins

I've made these in the past with Pillsbury breadsticks and they worked out very well. This time I used large crescent rolls and regular biscuits. I still think the breadsticks are the winning Pillsbury product. 

You can fill these with anything - pesto, chicken salad, cheese and broccoli, taco mix, etc.

Preheat the oven to 375 F. Unroll your dough.

If you use the crescent rolls (pictured right), you need to pinch together the dough where it's pre-cut, making one large sheet..

Then use a ramekin (or a coffee mug) to press circles into the dough.

They don't have to be perfect.

You want them to fit into the ungreased muffin tin, pressed against the sides, not quite to the top.

One package makes 10 cups.

Halloween chili cup recipe using biscuits

If you're using the regular-size biscuits (pictured left), it also makes 10 cups. If you use the large biscuits, you'll want to cut them in half, and you'll get 20.

Flatten the biscuits into disks, place into ungreased muffin pans, and press into the sides. 

Fill each cup with about 2 teaspoons of chili (or whatever filling you want to use). 

Having actual slices of cheddar is handy. You can cut them into circles, cut out faces, and place them on top of the cups.

I didn't have slices, so I grated cheddar cheese. You can add your red pepper or olives (cut out to look like the facial features of a jack o'lantern) at this stage. In the past, I've had trouble with the ingredients sliding out of their spot. Instead, you may choose to add them immediately after they come out of the oven. Bake for a total of 10 to 12 minutes (you want the dough a golden colour). 

The crescent rolls sank a bit in the middle, but the sweetness was nice (first image).

The biscuits hold their shape well, but I found there's a lot of bread compared to filling.

For me, the breadsticks are the goldilock dough: just right.