Chocolate Chess Pie

Chocolate Chess Pie

Slice of rich chocolate pie with a crisp top and flaky crust

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Sugar, cocoa, butter, eggs, milk, vanilla, and a pie crust—this Chocolate Chess Pie is gooey, fudgy, and classic Southern comfort.

The first time I heard of Chocolate Chess Pie, I laughed out loud. Chess? Like the board game? Was I supposed to serve this with a knight on top or maybe after a long, slow checkmate? Nope. Turns out, it’s just one of those Southern names that no one can fully explain, like “hoe cakes” or “funeral potatoes.” (Sound familiar? Every region has those recipes where you just smile and nod.)

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I stumbled into this pie almost by accident. It was one of those weeks where the pantry looked sad—half a bag of sugar, some cocoa shoved to the back, and a lonely can of evaporated milk. I was headed to a church potluck (you know the kind—tables lined with Pyrex casseroles and desserts that disappear faster than gossip in a small town). I needed something fast, something I could throw together without a grocery run. Enter Chocolate Chess Pie.

I mixed it, baked it, and when it came out all jiggly in the center, I thought I’d ruined it. But after it cooled? One bite. Brownie-like but not quite. Custardy but not too eggy. Sweet, but with this subtle cocoa bitterness that keeps it from being cloying. People kept asking for seconds, then thirds, and I had that smug little moment we all secretly love: “Oh, it’s just an old recipe I had lying around.” (Ha. More like a last-minute save from the pantry gods.)

Here’s a quick peek at what’s inside:

Table of content

Why You’ll Love This Chocolate Chess Pie Recipe?

Here’s the thing: dessert doesn’t always have to be complicated to knock people’s socks off. That’s what I love about this recipe. It’s unfussy. No double boiler. No “temper the eggs carefully or else you’ll make scrambled chocolate.” Just simple ingredients mixed in one bowl, poured into a crust, and baked.

The result? A pie that’s somewhere between a brownie and a chocolate custard. It’s got this flaky top that cracks when you cut it—kind of like a good brownie—and the inside is gooey and rich but still light enough that you don’t feel like you need a nap immediately after. (Although, to be honest, a nap after pie never hurt anyone.)

And let’s be real: in the South, Chocolate Chess Pie is practically a love language. It shows up at church socials, Thanksgiving spreads, and any time you want to impress without breaking a sweat.

Slice of rich chocolate pie with a crisp top and flaky crust

Ingredient Notes:

Let’s chat about what makes this pie tick because, honestly, every little piece of it matters.

  • Sugar: Sweetness, sure, but also that crackly top that makes you swoon when you slice into it.

  • Butter: Melted, not just softened—because that’s what gives the pie richness without fuss.

  • Cocoa powder: This is where the flavor lives. Don’t skimp. If you’ve only got the store-brand tin, it’s fine (been there). But if you’ve got the fancy Dutch-processed stuff? Go wild.

  • Eggs: They hold the whole thing together. Room temp is great, but honestly, I forget half the time and just plop cold ones in. Still works.

  • Vanilla extract: A teaspoon of magic. It’s like the bass line in a song—you don’t notice it until it’s missing.

  • Evaporated milk: Smooths everything out. Pro tip: don’t confuse this with condensed milk unless you want candy instead of pie. (Hey, could be worse.)

  • Pie crust: Store-bought, homemade, whatever you’ve got. I’ll admit I’ve used frozen crust more times than I care to count, and no one ever complained.

Close-up of a fudgy chocolate filling inside a flaky crust

How To Make Chocolate Chess Pie?

This isn’t one of those recipes where you need to hover over the stove like a contestant on a cooking show. It’s straightforward.

Step 1 – Preheat. Oven to 350°F. Easy.

Step 2 – Mix. Sugar, melted butter, cocoa, eggs, vanilla, and evaporated milk. Beat for a minute or two until it’s glossy. It’ll look like brownie batter, and you’ll probably want to lick the spoon (I won’t judge).

Step 3 – Pour. Into your unbaked pie crust it goes. Nothing complicated.

Step 4 – Bake. Slide it in for 40–45 minutes. When it comes out, the center will still jiggle a little, and you’ll panic. Don’t. That’s how you know it’s right.

Step 5 – Cool. Let it rest at least an hour. It sets up as it cools, but if you sneak a warm slice? Gooey heaven.

Slice of rich chocolate pie on a white plate

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Storage Options:

Honestly, leftovers are rare. But if you do have a few slices left (lucky you), you can leave it on the counter for a day or two. I usually stick mine in the fridge after that—it lasts about four days. Cold slices taste a little like chocolate tart, which is its own kind of magic. You can also freeze it, wrapped tight, for a couple of months. Thaw in the fridge overnight and pretend you just baked it fresh.

Variations and Substitutions:

Like most old-school recipes, this one’s flexible.

  • Add a pinch of espresso powder if you want the chocolate flavor to really pop.

  • Swap out white sugar for brown and see how the flavor deepens.

  • Use cream instead of evaporated milk for an ultra-rich filling.

  • Sprinkle chopped pecans on top before baking for a little crunch.

  • Around Christmas? Add peppermint extract. It’s like holiday cheer in pie form.

Chocolate chess pie slice showing its gooey center

What to Serve with Chocolate Chess Pie?

Because no pie exists in a vacuum.

  • Whipped cream (classic and effortless).

  • Vanilla ice cream (warm pie + cold ice cream = joy).

  • Fresh berries if you need something to cut through the richness.

  • Caramel drizzle for when you’re feeling extra.

  • And of course… coffee. Always coffee.

Frequently Asked Questions:

What’s Chess Pie, anyway?
Good question. It’s a Southern custard-style pie. The name’s origin is fuzzy—some say it’s from “it’s just pie,” which turned into “chess pie.” Whatever the story, it’s been around forever.

Can I make Chocolate Chess Pie ahead?
Yep. Bake it the day before, chill it, and bring it out when you’re ready. It slices beautifully once it’s had time to set.

Why is the center jiggly?
Because it’s supposed to be. It’ll firm up as it cools. If you wait for it to be rock solid in the oven, you’ll end up with dry, sad pie.

Piece of creamy chocolate dessert served on a white plate

And that’s my take on Chocolate Chess Pie—simple, nostalgic, and way better than it has any right to be for a recipe this easy. I love how it feels a little old-fashioned, like something you’d find in your grandma’s recipe tin next to one for banana pudding.

So, tell me—are you a warm-gooey slice kind of person, or do you like it chilled and firm? Either way, I promise this pie will win you over.

Remember it later!

Planning to try this recipe soon? Pin it for a quick find later!

Pin this recipe!

Remember it later!

Planning to try this recipe soon? Pin it for a quick find later!

Pin this recipe!

Keep the Flavor Coming – Try These:

Close-up of a fudgy chocolate filling inside a flaky crust

Chocolate Chess Pie

A rich and fudgy Chocolate Chess Pie with a crisp top and custard-like center, made from simple pantry staples and baked in a flaky pie crust.
6 Servings

Ingredients

  • 1 1/2 cups granulated sugar
  • 1/4 cup 1/2 stick unsalted butter , melted
  • 4 tablespoons unsweetened cocoa powder
  • 2 large eggs
  • 1 teaspoon vanilla extract
  • 1/2 cup evaporated milk
  • 1 unbaked 9-inch pie crust

Instructions
 

Preheat the oven.

  1. Set the oven to 350°F (175°C) to ensure it is fully heated before baking.

Prepare the filling.

  1. In a medium mixing bowl, combine the sugar, melted butter, cocoa powder, eggs, vanilla extract, and evaporated milk. Using an electric mixer, beat the mixture on medium speed for 1–2 minutes until smooth and well blended.

Fill the crust.

  1. Pour the prepared chocolate mixture into the unbaked pie crust, smoothing the top evenly.

Bake.

  1. Place the pie on the center rack of the oven and bake for 40–45 minutes. The center should appear slightly jiggly when removed, as it will continue to set while cooling.

Cool.

  1. Transfer the pie to a wire rack and allow it to cool for at least 1 hour before serving. For a firmer texture, refrigerate the pie until fully set.

Notes

To make this Chocolate Chess Pie gluten-free, use a certified gluten-free pie crust in place of a standard crust. Confirm that the cocoa powder and vanilla extract are also certified gluten-free to avoid cross-contamination.
Bitty

 

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Hi, I'm Bitty!

I'm Bitty, owner of nodashofgluten.com, where I share simple, delicious recipes for all tastes, including gluten-free. Check out my "About Me" page for more info!

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