Pumpkin Cookie Pie Recipe With Chewy Chocolate Chip Cookies

By Ashton · Updated May 29, 2026
5.01 reviewTotal 1 hr 5 minServes 8

Inspired by the famous Baltimore Bomb Pie found at Dangerously Delicious Pies; this pumpkin cookie pie recipe is made with soft, cake-like chocolate chip cookies that absorb the chess pie filling and create a delicious Fall pie.

Pumpkin Chocolate Chip Cookie Chess Pie Recipe
Pumpkin Chocolate Chip Cookie Chess Pie Recipe

🥧 Feeling that holiday spirit? Have a look at our favorite Holiday Pies! 🥧

To save a little time, I like using the pumpkin cookies from the grocery store bakery for this pumpkin cookie pie recipe. But if those aren’t easily accessible, no problem! Just use my favorite recipe for homemade pumpkin chocolate chip cookies. Either way, you want soft, almost cakey cookies — think chewy pumpkin cookies with a tender crumb, NOT a crispy sugar cookie situation. That soft cookie base is literally everything here. If you’ve ever made cake mix pumpkin cookies, you already know the vibe we’re going for!

Ingredients

  • 1-3/4 cup (15 oz. can) pumpkin puree — use pure pumpkin, NOT pumpkin pie filling
  • 1 1/2 cup granulated sugar
  • 1/2 cup vegetable oil
  • 2 tsp. vanilla extract
  • 2 1/2 cup all-purpose flour
  • 2 1/2 tsp. pumpkin pie spice
  • 1 1/2 tsp. baking powder
  • 1 1/2 tsp. baking soda
  • 1/2 tsp. salt
  • 1/2 tsp. cinnamon
  • 1 1/4 cup milk chocolate chips

Directions

Preheat the oven to 375ºF.

Whisk together the pumpkin puree, sugar, oil, and vanilla in a large bowl.

Add the flour, pumpkin pie spice, baking powder, baking soda, salt, and cinnamon. Gently fold the dry ingredients in with a rubber spatula until you see no streaks of flour.

Fold in the chocolate chips.

Scoop out 1/4 cup pumpkin cookie dough for each cookie, about 6 cookies per baking sheet (line your cookie sheet with parchment paper or a silicone baking mat). Place them in a single layer so they bake evenly.

Bake for 15 minutes and let cool completely on a cooling rack or directly on the baking sheet. Do not store until completely cooled.

Store for up to two days at room temperature in an airtight container.

Pumpkin Chocolate Chip Cookie Chess Pie Recipe

Better Than Pumpkin Pie

Okay, real life confession — I am not a huge fan of regular pumpkin pie, primarily because of the texture. But I still absolutely love the idea of a pumpkin-y pie in the fall, especially when Thanksgiving rolls around. This pumpkin cookie pie recipe is an AWESOME, easy alternative. The best comparison in texture? Think pecan pie cookies meets pumpkin cheesecake — gooey, dreamy, totally swoon-worthy. If you love big fall gatherings and want a showstopper dessert, this is your perfect fall recipe. You can also check out these favorite pumpkin recipes for even more fall inspo! 🎃

If you were to soak pumpkin chocolate chip cookies in a chess pie filling — like the filling from a pumpkin chocolate chip cookie pie — that would be this pie. You could serve it warm, but I like it best at room temperature. You can taste all the flavors better that way! I definitely recommend serving it with whipped cream or a big scoop of vanilla ice cream on top. And hey, if you’re a pumpkin cheesecake fan, go check out our mini pumpkin cheesecake recipe too — be still my heart! 😍

Inspired by the famous Baltimore Bomb Pie found at Dangerously Delicious Pies! This pie is made with soft, cake-like chocolate chip cookies that absorb the chess pie filling and create a delicious Fall pie. It's delicious in its own right, but it's also a fantastic alternative for people who don't like the texture of pumpkin pie (but still want that pumpkin-y flavor)!

Pie Crust

I’m all about using a store-bought pie crust to save time — no shame in that game, you guys! But if you prefer a homemade pie crust, I got you. Here is my favorite recipe for a totally-from-scratch, buttery, flaky pie crust. Either way, press it carefully into the bottom of your pie pan so there are no air pockets. A good crust is the foundation of the perfect cookie pie, so don’t rush it! If you want to get fancy, you can even use a star tip to crimp the edges — so pretty for fall gatherings! For more easy recipes with gorgeous crusts, peek at our best fall desserts roundup.

Paula Deen's Apple Pie Recipe

Can we talk about a few things that make this recipe absolutely foolproof? First — moisture! Pumpkin puree holds a TON of water. I always blot my pure pumpkin with paper towels before mixing so the cookie dough doesn’t get too loose. If your dough feels sticky, don’t panic and don’t add extra flour — just chill it for a couple of minutes and it firms right up! Second — use softened butter (not melted!) in your chess pie filling. If you’ve got a stand mixer with a paddle attachment or even just a hand mixer, beat the butter mixture at medium speed until fluffy before adding other ingredients. Scrape the bottom of the bowl often so you don’t get lumps. Use a kitchen scale or a measuring cup for accuracy — it really matters here! And always check the recipe card at the bottom for exact amounts. 🙌

One more tip — this pie is SO flexible! Swap in white chocolate chips or keep the regular chocolate chips. Want less sugar? Sub some granulated sugar with brown sugar for deeper flavor. Need gluten-free versions? A good 1:1 gluten-free all-purpose flour works great in the cookie base. This pumpkin chocolate chip cookie pie is honestly one of the most adaptable fall cookies / pie hybrids I’ve ever made — right up there with key lime pie cookie mashups and pecan pie cookies on my list of fall obsessions. Whether you serve it at Thanksgiving or just a cozy Tuesday night — you have to make this!

Pumpkin Chocolate Chip Cookie Pie Recipe

Thanksgiving Dessert Recipe Ideas

Looking for more great Thanksgiving dessert recipes? Check these out!

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Pumpkin Chocolate Chip Cookie Chess Pie Recipe

Pumpkin Chocolate Chip Cookie Chess Pie Recipe

Yield: 8
Prep Time: 30 minutes
Cook Time: 35 minutes
Total Time: 1 hour 5 minutes

Inspired by the famous Baltimore Bomb Pie found at Dangerously Delicious Pies! This pie is made with soft, cake-like chocolate chip cookies that absorb the chess pie filling and create a delicious Fall pie. It's delicious in its own right, but it's also a fantastic alternative for people who don't like the texture of pumpkin pie (but still want that pumpkin-y flavor)! 

Ingredients

  • unbaked pie crust
  • butter, softened
  • Dixie Crystals Extra Fine Granulated Sugar (can substitute brown sugar)
  • eggs
  • cornmeal or almond flour
  • white vinegar
  • vanilla
  • milk chocolate chips
  • bakery-style chocolate chip cookies

Instructions

FOR THE FULL RECIPE WITH MEASUREMENTS AND INSTRUCTIONS, CLICK HERE TO GO TO THE DIXIE CRYSTALS WEBSITE.

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13 thoughts on “Pumpkin Cookie Pie Recipe With Chewy Chocolate Chip Cookies”

  1. I’m all about unconventional Thanksgiving dishes, and baby, this one looks DELISH!! Pinned! What a yummy yummy set of photos. The chocolate sauce’s luster looks perfectly divine.

  2. Yum! I host Thanksgiving Dinner every year and we I always have a dessert buffet. I’m always looking for something new to share! This is perfect!

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