Chess Squares – Easy and Irresistible

Chess Squares are an easy variation of Chess Pie, with a buttery shortbread crust and a sweet chess pie filling. They’re made from just a few simple ingredients, so they’re easy to make and taste divine!

Here’s the thing about Chess Pie, which leads to this recipe for Chess Squares. The recipe comes from simple ingredients that you would typically have in your home—butter, eggs, flour, sugar, and the unique twist on Chess Pie: cornmeal and vinegar.

Many years ago, folks didn’t just up and run to the grocery store every time they were out of something or wanted to try a new recipe. They had to make do with what they had on hand. Even when I was growing up, actually going to town was an event because we lived about ten miles outside of town.

Yes, of course I went to town every day to go to school, but that was just school and back. Shopping was a whole ‘nother story. We would usually only go to the grocery store on Saturdays, and maybe visit a couple of the small clothing shops.

But big shopping trips—well, that only happened a couple of times a year. We’d load up the car with my Granny, my two great-grandmothers, my mother, sister, and me, and we’d all go to either Columbus or Albany.

The trip was always planned weeks in advance because you had to get your green stamps in order. I loved lickin’ and stickin’ the green stamps in the books and Mama and Granny always promised I could get something at the store if I helped with the stamps. Maybe they didn’t love doing it so much!

Shopping at the S&H Green Stamp store was like shopping with free money. Even though they had received the stamps as reward for purchasing groceries, it still felt like you were getting something for free, and they always picked out things they would never otherwise purchase.

After spending all our green stamps, we’d head to the mall, just to go to Sear’s and JC Penney’s, not for shopping in the whole mall. I don’t remember going to any other stores because everything you needed could be found in one of those.

My favorite part of those long shopping days was lunch, which was always at the same place: Shoney’s Big Boy Restaurant. Oh, this was such a treat!

My eyes were always way bigger than my stomach and I wanted everything—hamburger and fries, Coke, salad from that amazing salad bar, strawberry pie, and hot fudge cake! Of course, my Mama never let me order all of that but those were all my favorite things and I pretty much never deviated. I ALWAYS ordered a burger and fries when we went out. I was a little bit of a picky eater back in the day and I just liked what I liked and not much else.

I did love Chess Pie though, so I’m sure I would have liked a chess bar or chess squares, whatever you want to call them. And now I love these Chess Squares!

Chess Squares Recipe

A lot of people use buttermilk in Chess Pie but I never have. I use an old recipe that just calls for melted butter, sugar—which I changed to brown sugar, and eggs. Then you add just a tablespoon each of flour, cornmeal, vinegar, and vanilla, along with a pinch of salt. Rather than a pie shell, the filling is poured over a buttery shortbread crust, giving these Chess Squares just the right texture for a great hand-held snack.

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Chess Squares

Chess Squares are an easy variation of Chess Pie, with a buttery shortbread crust and a sweet chess pie filling. 

Course Dessert

Cuisine American

Prep Time 30 minutes

Cook Time 50 minutes

Total Time 1 hour 20 minutes

Yield 16 squares

Calories 320 kcal

Author Lucy

Ingredients

Filling

• 1 stick unsalted butter melted
• 1 cup light brown sugar
• 3 eggs
• 1 tablespoon cornmeal
• 1 tablespoon white vinegar
• 1 tablespoon all-purpose flour
• 1 tablespoon vanilla extract
• ½ teaspoon salt

Shortbread Crust

• 2 sticks unsalted butter, softened and diced into chunks
• 2 1/2 cups all-purpose flour
• 1/2 cup brown sugar
• 1/2 teaspoon salt
• 1 vanilla bean

Instructions

Crust Instructions

1. Preheat oven to 350. Line a 9x13 inch pan with foil, allowing the foil to hang over the sides, and lightly grease the foil.
2. Whisk flour, sugar, and salt in a large bowl. Scrape in seeds from vanilla bean and mix into flour. Work in butter. Press into prepared pan. Bake 20-25 minutes until lightly browned. Allow to cool for 10 minutes.

Filling Instructions

1. While shortbread is baking, make the filling. Add brown sugar to melted butter and whisk until smooth. 

2. Add the rest of the ingredients to the brown sugar and whisk until smooth.

Putting It Together

1. Allow crust to cool for 10-15 minutes, then gently and slowly pour the filling over the warm shortbread crust. Bake for another 20-25 minutes until top is lightly browned and filling is not jiggly. Remove from oven and cool pan on a wire rack for one hour before removing foil. Then gently pull out the foil and slice the pie into squares.

Nutrition Facts

Chess Squares

Amount Per Serving

Calories 320 Calories from Fat 162

% Daily Value*

Total Fat 18g 28%

Saturated Fat 11g 55%

Cholesterol 76mg 25%

Sodium 165mg 7%

Potassium 63mg 2%

Total Carbohydrates 36g 12%

Sugars 20g

Protein 3g 6%

Vitamin A 11.5%

Calcium 3%

Iron 6.9%

* Percent Daily Values are based on a 2000 calorie diet.