Orange Chess Pie from Macheesmo

Choco-Orange Chess Pie

Orange Chess Pie - A rich fudge-like pie with a delicious chocolate and orange filling. This recipe is a fun twist on the classic Chess Pie recipe.


Choco-Orange Chess Pie

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I had never even heard of chess pie until about two years ago.  Betsy and I were picking out a caterer for our wedding and when we finally selected one, we told him that we were going to make our own desserts.

He was totally cool with this, but he did recommend that we at least try his chess pie.  Considering I had never even heard of chess pie, I was pretty skeptical.

After taking one bite, we ordered a bunch of them.  I had no idea what was in it, but it was good.  Some sort of deep rich custard mixture in a pie shell.  I had to immediately apologize for eating half of the poor man’s pie before he even knew what happened.

While traditionally chess pie has a lemon base, I decided to change it up a bit and try one with a chocolate and orange flavor.  It kind of turned out like one of those chocolate oranges you can get over the holidays, except in pie form.

In other words, freakin’ good.

It’s a really rich pie and one could easily serve 10-12 people. Orange Chess Pie would be a great and unique pie for the holidays!

Orange Chess Pie from Macheesmo

Chocolate Orange Chess Pie

A rich fudge-like pie with a delicious chocolate and orange filling. This recipe is a fun twist on the classic Chess Pie recipe.
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Prep Time 30 mins
Total Time 1 hr 30 mins
Course Desserts
Servings 12 Servings
Yield 1 Pie



  • 3 cups graham crackers crushed
  • 8 tablespoons unsalted butter melted
  • 1 tablespoon sugar
  • 1 pinch of salt


  • 8 tablespoons unsalted butter
  • 4 ounces semi-sweet or bittersweet chocolate
  • 1 cup sugar
  • 1 tablespoon cornmeal
  • 1 teaspoon vanilla extract
  • 1 orange zest only
  • ¼ cup orange juice
  • 4 large eggs
  • 1 pinch of salt


  • For crust, crush graham crackers until they are finely ground. The easiest way to do this is to pulse them in a food processor, but you can break them up by putting them in a plastic bag and rolling them with a rolling pin also.
  • Mix melted butter in with graham crackers and add sugar and salt. Mix well.
  • Press crust mixture into a 10 inch tart pan with a removable bottom. You can also use a normal pie pan if you don’t have one of these.
  • Bake the crust at 350 degrees for 10 minutes. Then let it cool.
  • For filling, melt butter and chocolate in a pan over low heat.
  • Stir in sugar, cornmeal, vanilla, salt and orange ingredients. Make sure mixture is roughly room temperature and then beat in the eggs.
  • Pour filling into prepared crust and bake the pie for 40-45 minutes at 350 degrees.
  • Let pie cool on a wire rack for 15-20 minutes before serving.


Serving: 1SliceCalories: 397kcalCarbohydrates: 46gProtein: 4gFat: 23gSaturated Fat: 12gPolyunsaturated Fat: 1gMonounsaturated Fat: 6gTrans Fat: 1gCholesterol: 95mgSodium: 179mgPotassium: 152mgFiber: 2gSugar: 31gVitamin A: 585IUVitamin C: 8mgCalcium: 42mgIron: 2mg
Keyword Chocolate Orange Chess Pie, Chocolate Orange Pie, Chocolate Pie, Thanksgiving Desserts, Thanksgiving Pie

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Orange Chess Pie

Making the Crust

I used my standard graham cracker crust for this Orange Chess Pie recipe.  When you’re crushing up your graham crackers, you can use a food processor or take it as an opportunity to get some aggression out!

Just stick all the crackers in a large plastic bag and whack them with a rolling pin until they are finely ground.

Then mix them with your other crust ingredients.  Be sure to measure out your 3 cups of graham crackers after you crush them into bits.

crust for Orange Chess Pie
Making the crust.

I used a cool tart pan with a removable bottom for this pie, but you could use any pie dish that you have.

Just add your graham cracker mixture to the pie dish and pack it evenly around the bottom and up the edges of the dish.  I use a combination of my hands and a measuring cup to make sure the crust is really packed in evenly.  Take your time with this step.  You want a nice even crust.

Take your time here…

Once you’re happy with your crust, bake it at 350 degrees for about 10 minutes and then let it cool.

Meanwhile, you can…

Make the Filling

This filling is really close to fudge.  It doesn’t have flour in it though so it’s more custard-like I guess.  Whatever you want to call it, it’s very rich and perfect for a pie.

Start by melting your chocolate and butter together in a pan over low heat.  I actually use a metal bowl over some boiling water (double boiler) just to make sure my stuff doesn’t burn.

basics for Orange Chess Pie
Hard to go wrong here…

Once it’s melted, there’s a few key ingredients that need to get whisked in to the filling.  You can take it off the heat after everything is melted.

Sugar, vanilla, and salt are all pretty standard ingredients, but one that really makes this filling is orange zest.

You’ll need a zester for this obviously.

orange zest for Orange Chess Pie

When you’re zesting, try to just get the orange part of the zest.  If you get a lot of the white part of the peel, then it starts to get a bit bitter.

You will only be able to get a teaspoon or so of zest off of one orange, but the zest is really flavorful.  It will be plenty to flavor the filling.

zest - Orange Chess Pie
Aggressive zesting.

I also stirred in a small amount of orange juice just to round out the orange flavors.

The other secret ingredient that you might not think about is cornmeal.  One tablespoon will do the trick, but it just gives the filling some body.

It’s the ingredient that will give the filling a texture that people won’t expect.  You could leave it out and the filling would still work, but it’s a nice touch.

cornmeal - Orange Chess Pie
Secret ingredient alert!

Finally, make sure that your filling has cooled down to around room temperature and then mix in your eggs.

Stir this all together and your Orange Chess Pie filling is done!

filling finished for Orange Chess Pie
A filling… a soup… whatever.

Baking the Pie

Pour your filling into your prepared pie crust.  Keep in mind the filling will puff up as it cooks so make sure you have 1/2 inch of space at the top.  Don’t fill the pie all the way up even if you have enough filling to do so.

ready to bake Orange Chess Pie
Looking good.

Bake this Orange Chess Pie for 40-45 minutes at 350 degrees.

It’ll come out of the oven puffed and beautiful.

Orange Chess Pie recipe
Looking better!

Chess pie is really just fudge pie in my opinion.  The top of the pie gets a bit crunchy, but the filling is just like a delicious fudge.

This should go without saying but the chocolate and orange flavors are awesome together.  That was just a no brainer!

slice of Orange Chess Pie
This is a dense slice!

If  you’re sick of the classic pumpkin pie every year, try out chess pie.  It’s rich just like a pumpkin pie and can be served with whipped cream.

I was really happy with how this turned out.

Any chess pie fans out there?  Leave a comment!

11 Responses to “Choco-Orange Chess Pie” Leave a comment

  1. I am hoping this will be on my Thanksgiving table! (I am Nick’s mother in law and a real chocoholic)

  2. I grew up in Kentucky with Derby Pie. It is a version of chess pie. The chocolate chips are not melted, and left whole to bake in the pie. They tend to “sink” and make a layer of lovely chocolate resting on the crust. We always used traditional pie crust. You should try that sometime. Delish. It is great with rum sauce. Don’t forget the rum sauce!

    And I don’t know about you, but lately I’ve been wanting to play around with pie crusts made from ginger snaps.

    Orange and chocolate are great flavors together. So are chocolate and raspberry. Now I’m jonesing for this pie!

      1. Sorry, Nick. Just saw this comment. Here’s the recipe I use for rum sauce. You can use whatever kind of rum suits your fancy. I’ve used Bacardi 101, Captain Morgan spiced, and even Malibu coconut rum. Variety is the spice of life! Oh, and I have a heavy hand with the rum.

        2 tablespoons butter
        1 tablespoon cornstarch
        1/2 cup sugar
        1 cup milk
        3 tablespoons white or dark rum

        Melt butter. Add cornstarch and sugar. Add milk and stir over med/high heat until it boils. Remove from heat and stir in rum. Adjust amounts to taste. Sometimes I also add a dash of vanilla extract and/or cinnamon.

        Happy Thanksgiving. Sounds like yours is going to be over-the-top!

  3. My favourite combination…chocolate & orange …I prepare chess pie with a pastry crust instead of graham cracker. personally I think the flavours meld together better & do not compete…This is such an inspiration ‘chocolate & orange’ thank you so much for the recipe. happy holidays.

  4. It’s strange, as my experience with a ‘chess’ pie was more akin to a pecan pie but using walnuts instead of pecans. After reading another response on this thread, it seems maybe what I had was actually more of a Derby Pie sans chocolate…it also had a traditional pie crust as opposed to a graham style.

    Yours does definitely sound (and look) amazing. I will have to give this a go — if not for Turkey day, then maybe Christmastime. Thanks as always for your hard work and sharing with us of the masses. Keep up the amazing work. =-)

    1. Thanks Ben! I’m definitely going to try a traditional crust next time although I thought the graham cracker crust was pretty good.

  5. Looks delicious – how do you think individual/mini pies would work? And would they freeze alright or is this something that needs to be eaten fresh? I’m doing a Christmas cookie/baked good exchange and this is definitely a possibility.

  6. I am with Clinton on the “how would it freeze?” path. I’d like to try this for Thanksgiving, but given that I both work until Wednesday night and am singlehandedly responsible for all Thanksgiving prep in my house, I need to do as much ahead as possible. What do you think?
    Alternatively, I suppose I could just show up at Mary’s house and hope for a taste.

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