Granny’s Old Fashioned Pineapple Chess Pie Recipe
Do you ever run across something that stirs up such strong memories that you are almost transported back in time? This happens to me anytime I think about Granny’s Old Fashioned Pineapple Chess Pie Recipe.

I hate that I do not have a copy of Granny Grace’s actual Pineapple Chess Pie recipe, but I found Jay’s Granny Shelton’s recipe, and it turned out very similar. In fact, even the smell of the kitchen was the same while it was cooking!
Early Memories
One of the first memories I have of helping in the kitchen was helping my “Granny Grace” make this delicious pie. I don’t really remember how old I was at the time, but I can remember standing on a stool to be able to reach the work surface. Letting me “help” probably slowed her down a bit in the kitchen, but all these years later, this memory of her is still alive!
I probably helped her stir the ingredients a little, but the main thing I remember was helping with the pie crust. This was not just any pie crust; it was a homemade pie crust with extra strips placed in a lattice pattern on the top. She would show me where to lay the strips of pie crust, and then she would do the weaving part of it. I always thought they were beautiful and fancy!
My version is quite a bit easier, because instead of using a homemade pie crust, I am using store bought pie crusts. Any kind of unbaked pastry shell will work though.Â
Because I want to try the lattice pattern after helping Granny many years ago, I am making two pies, just in case the lattice is a flop!
Granny’s Old Fashioned Pineapple Chess Pie


Ingredients
Ingredients
Instructions



Instructions
- Mix the first 5 ingredients well in a large bowl.
- Pour into the unbaked pie shell.
- Bake at 325 degrees for 90 minutes, or until the pie is firm.
- The written recipe said to bake it for 50 minutes. I had to bake them for 90. Each oven will vary, but the amount of juice in the pineapples will also play a part in the time.
On a Side Note
Pie Crust Options
There are so many options to choose from as far as the crusts go. I did not make a homemade pie crust. If you are looking for a homemade pie crust recipe, take a look at my Pinterest board here.



Because I did not trust myself with making the lattice topper, I made two pies, this one and a regular pie without a top crust. This one ended up pretty good for a start. I can definitely see ways to make it look more uniform on the edges.
Additional Cooking Tips and Thoughts
- Add a splash of vanilla extract.
- Add coconut for a different taste and texture (Pineapple Coconut Chess Pie)
- Using a fork, poke holes in the bottom and sides of the pie crust before filling it. This keeps it from having air bubbles.
- Place the pie crust on a baking sheet before pouring the filling into it. It is much easier to carry the pie to the oven without spilling this way. You can keep it on the baking sheet while it cooks.
- If the pie crusts starts browning before the pie is set, put aluminum foil around the edges of the crust.
- When you remove the pie from the oven, let it cool on a wire rack.
- It is delicious warm, at room temperature, and chilled.
- Cover it with plastic wrap or in a pie keeper and refrigerate.
Favorite Cooking Items

My ultimate favorite cooking items are the ones passed down to me from my family. The pie plate I used was my dad’s grandmother’s pie plate. There is no telling how old it is or how many family members were fed pies and biscuits from this pie plate! I also used my grandmother’s measuring cups, baking sheet, and small mixing bowl while making these pies. Since those cannot be bought, here are some items to substitute.
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Granny made this Pineapple Chess Pie on many occasions. She made it for Sunday dinners, special events, and almost every time we had a family reunion. She was also known for her regular chess pie. I wish I had that recipe too.
Whether you need delicious pies for a special event or just a dessert after supper, Granny’s Old Fashioned Pineapple Chess Pie will do the trick.
I want to hear from you! I would love to hear any early kitchen memories you may have, at home or at a grandparent’s house. Please share in the comments!
Recipe Card – Pineapple Chess Pie
Granny's Old Fashioned Pineapple Chess Pie

Helping my grandmother make her Pineapple Chess Pie is one of my earliest kitchen memories. Just seeing this delicious recipe brings back a flood of memories!
Ingredients
- 3 Large Eggs, Slightly Beaten
- 2 Cups of Sugar
- 2 Tablespoons of All Purpose Flour
- 1 Stick of Melted Butter
- 1 Cup of Crushed Pineapple, In the Syrup
- 1 Unbaked Pie Shell (homemade, frozen, or from the refrigerated section of the store)
Instructions
- Mix the first 5 ingredients well in a large bowl.
- Pour into the unbaked pie shell.
- Bake at 325 degrees for 90 minutes, or until the pie is firm.
Related Posts
Johnny Cash’s Mother’s Pineapple Rum Chess Pie
How to Preserve Family Recipes with Sentiment
Until next week,


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“Taste and see that the Lord is good;
blessed is the one who takes refuge in him.” Psalm 34:8
Love the memories attached to this and it looks delicious!
Tons of memories!!
What a fun way to honor your Granny, Susan, and Jay’s too! I don’t think I’ve ever had chess pie so I’m excited to try this recipe. It looks delicious! Big hugs, CoCo
It brought back a million wonderful memories! I hope you get a chance to try it. It is so easy!
That looks really yummy!
It was delicious and brought back a million memories!
Meaningful memories and wonderful recipe!
Thank you! I am so happy I have kitchen memories with my grandmother!
What a beautiful pie Susan! I loved hearing your memories with your grandmother, I have memories of my grandma and baking and making jellies. I love that no matter where they are, you always have the memories. I think my husband would love this pie too. You make it look so simple making a crust, I never seem to have the luck with it.
Thank you! I had fun with this one. However, it is not a homemade pie crust. 😊 It is just one of the ones in a package that you unroll. I don’t think I am up for a homemade pie crust right now either. Have a blessed week!
I love how this blog post not only shares a delicious recipe but also brings a beautiful slice of nostalgia! Granny’s Pineapple Chess Pie sounds absolutely divine, and it’s clear that the memories tied to it are as sweet as the pie itself. The way you describe your time in the kitchen with Granny Grace is so heartwarming—it’s amazing how food can hold such precious memories. Your adaptation with the lattice crust and tips for success are fantastic, and I’m sure it will turn out beautifully. Thank you for sharing this lovely recipe and the special memories behind it!
You are so right! There are so many memories tied to food and the kitchen! Thank you so much for your sweet words of encouragement!
We sure enjoyed featuring your awesome post on Full Plate Thursday 703. Thanks so much for sharing with us!
Miz Helen
Thank you so much!!!
I have never seen a chess pie with a top crust. Interesting!
I used to “help” my grandmother make hers. She always did the top crust.😊
Beautiful lattice work, and I need to try to use pineapple in a pie, not done that before
Saw this awesome post at Fiesta Friday.
My entries this week are numbered #25+26
Please share with SSPS: https://esmesalon.com/tag/seniorsalonpitstop/
Making these pies with my grandmother is one of my earliest memories.😊
Oh my. Pineapple. A favorite.
Yummy!
Saving this recipe gonna try make it sorta diebetic friendly recipe 😋
Saw this at Miz Helens country cottage Full Plate Thursday
Let me know how that turns out. I bet it would be great!