Deep Dish Chocolate Chip Cookie Skillet Brownie and Brookie Cups

Fudgy brownies and chocolate chip cookies are combined into one in these fun desserts so that you don’t have to choose.
a close-up photo of Deep Dish Chocolate Chip Cookie Skillet Brownie
This post is sponsored by and created in partnership with J. M. Smucker Company for a Pillsbury™ Baking Challenge.

Brookie cups are chocolate chip cookies and brownies baked into individual muffin servings. They are fun to eat and you don’t have to choose cookie or brownie since you get both in one!
Overhead photo of Brookie Cups

My Deep Dish Chocolate Chip Cookie Skillet Brownie has an outer skillet brownie layer with a deep chocolate chip cookie center. The result is a decadent, gooey dessert.
overhead photo of Deep Dish Chocolate Chip Cookie Skillet Brownie

MY LATEST VIDEOS

For the Pillsbury Baking Challenge, Pillsbury asked us to pick a night to go technology free.  For example, no phone (except the camera feature), no TV, no tablets, no computer, etc. I was sent a box of various Pillsbury™ Baking and Frosting Mixes to bake up some goodies for the evening and was asked to document how our evening went.
photo of pillsbury baking products
I was really excited to try out the Pillsbury™ Purely Simple™ line of cookie mixes. I love that they don’t have artificial flavors, colors or preservatives. I was immediately drawn to the cookie mixes and the brownies since those are my absolute favorite desserts. And since I didn’t want to choose, I decided to combine them!

My first idea was to create the Deep Dish Chocolate Chip Cookie Skillet Brownie. But when I was finished, I had leftover brownie mix, which is why I also made Brookie cups with the leftover brownie mix and an additional box of cookie mix.

I did most of the baking earlier in the day so everything would be ready for our evening. I managed to take a few photos before sunset.
close-up photo of Brookie Cups in a muffin tin

Everyone dug into the brookie cups first.
overhead black and white photo of Brookie Cups on a plate
We also spent the evening playing various board games. My favorite game is Pandemic because everyone has to work together to win. We have some really competitive people in our family, so this team strategy game helps keep everyone happy.
photo of board games
We chatted and gossiped about various things throughout the evening before then digging into the deep dish chocolate chip cookie skillet brownie.
Deep Dish Chocolate Chip Cookie Skillet Brownie with a slice cut out

My box of goodies also came with the Fujifilm Instax Mini 8 Instant Camera, which really kept us entertained. What is it about instant photos? I love having them as keepsakes and now I can make more memories with my own Instax Mini 8.
a photo of a woman using an instant camera
The kids especially loved the camera and now want one of their own. They took turns taking photos of themselves doing silly things.
instant photos
We had a really fun evening full of sweets, games and laughter. It was definitely difficult to not be able to look up game rules on the internet or look up the name of a show we were discussing, but we had a nice quality evening chatting, sharing and of course eating!

Deep Dish Chocolate Chip Cookie Skillet Brownie and Brookie Cups

Prep Time: 10 minutes
Cook Time: 35 minutes
Total Time: 45 minutes
Course: Dessert
Cuisine: American

My Deep Dish Chocolate Chip Cookie Skillet Brownie has an outer skillet brownie layer with a deep chocolate chip cookie center. The result is a decadent, gooey dessert. Use the leftover batter to make brookie cups - I've included the instructions for those, too!

Ingredients:

Deep Dish Chocolate Chip Cookie Skillet Brownie

  • 1 (18.4-oz) box Pillsbury™ Chocolate fudge brownie mix
  • 2/3 cup vegetable oil
  • 1/4 cup water
  • 2 large eggs
  • 1 (17.5-oz box) Pillsbury™ Purely Simple™ Chocolate Chip Cookie Mix
  • 1/2 cup unsalted butter
  • 1 large egg
  • 1/4 cup chocolate chips

Brookie Cups

  • 1 1/2 cups of Pillsbury chocolate fudge brownie batter  leftover from recipe above
  • 1 17.5 oz box Pillsbury™ Purely Simple™ Chocolate Chip Cookie Mix
  • 1/2 cup unsalted butter
  • 1 large egg
  • 3/4 cup chocolate chips

Directions:

Deep Dish Chocolate Chip Cookie Skillet Brownie

  1. Preheat the oven to 350°F. Lightly grease the interior of a 9 inch cast iron skillet.

  2. In a large bowl, make brownie batter according to the box instructions using the brownie mix, 2/3 cup oil, 1/4 cup water and 2 large eggs. Set aside.
  3. In a stand mixer, make cookie dough according to box instructions, using the cookie dough mix, butter and egg.
  4. Add 2 cups of brownie batter to your skillet. (Save the rest for the brookie cups). Gather your cookie dough into one giant clump and spread evenly on top of brownie batter, leaving about 1 inch of brownie batter "crust" around the edges of the pan. Sprinkle 1/4 cup chocolate chips across top of cookie dough. Bake for about 30-35 minutes until brownie batter is set and cookie dough is set and turns a light golden brown.
  5. Allow cookie brownie to cool a little before cutting and serving.

Brookie Cups

  1. Preheat oven to 350°F.  Lightly grease the interior of a 12-cup muffin pan.

  2. In a stand mixer, make cookie dough according to box instructions, using the cookie dough mix, butter and egg.
  3. Add 2 tbsp of brownie batter (leftover from recipe above) to each muffin mold. Use a 1 tbsp cookie scoop to scoop 2 cookie dough balls into each muffin mold. You have enough for exactly 12 muffins. Sprinkle and press 1 tbsp worth of chocolate chips into the tops of each brookie.
  4. Bake about 20-25 minutes until brownie and cookie layer are both set. Use a spatula to help loosen brookie cups from molds.
All images and content are © Kirbie's Cravings.

This post is sponsored by J. M. Smucker Company. All opinions expressed remain my own.

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Deep Dish Chocolate Chip Cookie Skillet Brownie
Deep Dish Chocolate Chip Cookie Skillet Brownie. Combining cookies and brownies into one decadent dessert, baked in a cast iron skillet.

23 comments on “Deep Dish Chocolate Chip Cookie Skillet Brownie and Brookie Cups”

  1. Oh my gosh Kirbie, that looks sooooo good. I wanna take out the biggest fork that I can find and gobble up the whole thing:)

  2. Hi Kirbie!

    I don’t have a cast iron skillet. What else would you recommend?

    Thank you!
    Wendy

  3. Oh my gosh this looks soooo good!

  4. Oh my goodness! That looks scrumptious! *Drooling*

  5. Looks delicious! If you’re making both the skillet and the muffins do you need two boxes of cookie dough mix?

  6. Do you have to make the cups and if no what do u do with the left over mix?

  7. Took longer than 35 mins to cook in a round 9 inch pan

    • i hope it still worked out for you. The material of the pan can definitely affect cooking time and I believe a cast iron skillet runs quite hot so it will cook faster in a cast iron versus a glass pan or a nonstick baking pan.

  8. I have to make mine earlier in the day, with thanksgiving that evening. How did you warm yours back up? 

  9. I would love to have a printed copy of the recipe for “Deep Dish Skillet Brownie”. The video that I did find just goes to fast and I can not write the ingredients down fast enough.. The recipe includes melted chocolate butter sugar eggs vanilla to name a few. It also includes flour, cocoa powder salt. Along side of a chocolate chip cookie recipe to place in the middle of the brownie mixture.
    So, I hope you can assist me in getting the whole complete recipe.

    • My recipe is at the end of this post, inside a recipe box. If you click “print recipe” button inside the recipe box, it will let you print just the recipe.

  10. I made this in 2 6″ pizza pans and 12 mini muffins (15 min)with what I had onhand Betty Crocker. Had enough cookie dough leftover for a giant cookie. Cut back on the oil to 1/2 cup. Didn’t know how long to bake, so they were a little gooey inside but yummy. Topped with mini M&Ms. Cute, fun, easy. Will make again

  11. Is it ok to make home made chocolate chip cookie dough? Also  does it have to be that bran of brownie mix?  Sure looks good. 

  12. Gong to make this! Do I use an additional egg from what is instructed on the cookie mix?

    • no, just what is instructed in the mix. I just wrote out all the additional ingredients listed with the mixes. These recipes basically are preparing the mixes as they are instructed according to the boxes/package but then they are divided out differently with different cooking times to get that ideal brownie/cookie ratio.

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