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Leigh Anne Wilkes

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Home / Latest Posts / Recipes / Chess Pie

Chess Pie

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By: Leigh Anne WilkesPosted: 4/25/18Updated: 4/27/21

This post may contain affiliate links. Please see disclosure policy here.

Chess Pie

This delicious Chess Pie is served with an oatmeal cookie crust.  So good,  some people call it Crack Pie. It is that addictive!  Just one bite and you will be hooked!

Chess Pie - One bite and you will be hooked!

I was reading an article in the Oregonian FoodDay when I saw a recipe about the Crack Pie they were selling at the Momofuku Bakery and the Milk Bar in Manhattan.  They were selling for $44 a pie.   The title of the article is what caught my attention. “You’ll get hooked on Crack Pie”.

Crack Pie

Crack Pie from the Milk Bar

After a little investigating, I discovered that this pie was just a traditional chess pie, made with butter eggs, sugar and vanilla.  But there was one delicious difference.  This pie had a crust made from oatmeal cookies!  An oatmeal cookie crust!  Who can turn that down!  The bakery of course makes their own oatmeal cookies and I used this recipe, but if you are short on time you could cheat and use store bought oatmeal cookies to make the crust.

slice of Chess Pie

This pie is delicious chilled and just as good warm.  The recipe makes two pies, so you can try it both ways!  One bite and you will understand why they call this Chess Pie I “Crack” pie.  You will not be able to stop at one bite.   I wanted to eat the entire pie by myself.

Baking Tips for Chess Pie

The pie will seem undercooked when you remove it from the oven.  It will be golden brown on top, but still jiggly.  Also, The pie will be puffy when it comes out, but will fall and flatten out as it cools.  Don’t worry, it is supposed to do that. 

After it has cooled a bit, sprinkle with powdered sugar to make it a little prettier.

 Chess Pie

You can serve it with powdered sugar or without but it is much prettier with!

 Slice of Chess Pie with oatmeal crust and powdered sugar

It is your choice.  Either way, it tastes like heaven! The big debate though is whether you eat it warm or chilled?  I’ve eaten it both ways and it is delicious both ways but I prefer it warm. The recipe makes two pies so you can try it both ways like I did.   After you give it a try, come back and let me know which way you prefer it.  Chilled or warm?  The recipe can also be easily halved to make only one pie.

 Chess Pie

Originally posted March 2010

Other favorite pie recipes:

  • Peanut Butter Pie
  • Easy Apple Pie
  • Sour Cream Lemon Pie

My favorite kitchen tools I use to make CHESS PIE:

9” GLASS PIE PLATE – perfect size for any pie!

6 PIECE MEASURING CUP SET – Everyone needs at least one set of measuring cups, I have 4 sets!

MAGNETIC MEASURING SPOONS – I love these things.  They are magnetic so they stay together in the drawer!

For all of my other favorite kitchen products and tools visit my Amazon Store.

 Chess Pie Recipe

5 from 1 vote
Chess Pie

Chess Pie

Recipe From: Leigh Anne Wilkes
This delicious Chess Pie is served with an oatmeal cookie crust.  So good,  some people call it Crack Pie. It is that addictive!
serves: 16 servings
Prep:20 minutes
Cook:20 minutes
Total:40 minutes
Rate Recipe

Ingredients

Cookie for crust:

  • 2/3 C plus 1 Tbsp all purpose flour
  • Scant 1/8 tsp baking powder
  • Scant 1/8 tsp. baking soda
  • 1/4 tsp salt
  • 1/2 C butter softened
  • 1/3 C firmly packed light brown sugar
  • 3 Tbsp sugar
  • 1 egg
  • scant 1 C old fashioned oatmeal uncooked

Crust:

  • Crumbled cookie for crust see above
  • 1/4 C butter
  • 1 1/2 Tbsp firmly packed brown sugar
  • 1/8 tsp salt

Filling:

  • 1 1/2 C granulated sugar
  • 3/4 C plus a scant 3 Tbsp firmly packed light brown sugar
  • 1/4 tsp salt
  • 1/3 C plus 1 tsp powdered milk
  • 1 C butter melted
  • 3/4 C plus a scant 2 Tbsp whipping cream
  • 1 tsp vanilla
  • 8 egg yolks
  • 2 prepared crusts see above
  • powdered sugar for garnish.

Instructions

  • Preheat oven to 375 degrees
  • In a medium bowl, sift together the flour, baking powder, baking soda and salt – yes I sifted it!
  • In your mixer using the paddle attachment beat the butter, brown sugar and sugar until light and fluffy
  • Whisk the egg into the butter mixture until fluffy and incorporated
  • With the mixture running, beat in the flour mixture a little at a time until totally combined
  • Stir in the oatmeal until well incorporated
  • Spread the mixture into a 9 x 13 inch baking pan and bake until golden brown and set, about 20 minutes
  • Remove from oven and cool on rack
  • Crumble the cooked cookie to use in the crust
  • Combine the crumbled cookie, butter, brown sugar and salt in a food processor and pulse until evenly combined and blended ( a little of the mixture will clump together between your fingers and hold together)
  • Divide the crust between the two 10 inch pie pans
  • Press the crust into each shell to form a thin even layer along the bottom and sides of the tins Don’t worry about making it beautiful – it is going to taste beautiful!
  • Preheat oven to 350 degrees.
  • In a large bowl, whisk together the sugar, brown sugar, salt and powdered milk
  • Whisk in the melted butter then whisk in the cream and vanilla
  • Gently whisk in the egg yolks, being careful not to add too much air
  • Divide the filling evenly between 2 pie shells
  • Bake the pies one at a time for 15 minutes, then reduce the heat to 325 degrees and bake until the filling is slightly jiggly and golden brown (similar to a pecan pie) about 10 minutes or 15 minutes if using a 9 inch pie pan
  • Remove pie from oven and cool on rack
  • Refrigerate the cooled pies until well chilled
  • Dust with powdered sugar

Nutrition Facts:

Calories: 521kcal (26%) Carbohydrates: 52g (17%) Protein: 4g (8%) Fat: 33g (51%) Saturated Fat: 18g (113%) Cholesterol: 179mg (60%) Sodium: 382mg (17%) Potassium: 106mg (3%) Sugar: 37g (41%) Vitamin A: 955IU (19%) Vitamin C: 0.3mg Calcium: 69mg (7%) Iron: 1.2mg (7%)
* Disclaimer: All nutrition information are estimates only. Read full disclosure here.
Course:Dessert
Cuisine:American
Chess Pie
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  1. Dee says

    Posted on 3/31 at 5:55 pm

    This is making my mouth water! I’m gonna give this a try tomorrow. One question: where is the link for the oatmeal cookie for the pie base; I’m probably going right over it, but just can’t seem to find.. thanks so much.
    Dee

    Reply
    • Leigh Anne Wilkes says

      Posted on 4/27 at 1:14 pm

      This is the one I used https://www.yourhomebasedmom.com/crispy-oatmeal-cookies/

      Reply
  2. Linda says

    Posted on 4/28 at 5:28 am

    Hi, Leigh Ann! Can’t wait to try this. Love me some chess pie. However, I have gone through this twice and cannot see a link to your oatmeal cookie – may be blind, though. Apologies if so. Which of your oatmeal cookie recipes did you use to make the crust, please?

    Reply
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