Jack O Lantern Cookies

These fun pumpkin oatmeal cookies with chocolate chips are a Halloween tradition in my family. We shape them like pumpkins and decorate them like Jack-o-lanterns with candy faces and they are always a hit.

pumpkin shaped cookie with candy and frosting decoration to look like a jack-o-lantern.

These cookies are delicious on their own. They are loaded with pumpkin, oatmeal, a hint of cinnamon and chocolate chips.

They have a nice chew and the icing almost makes them taste like an oatmeal cream pie.  But what really makes them cute are the candy faces!

I have made them as drop cookies before and covered them with a bit of cream cheese frosting and they were delicious that way as well, but there is just something about a candy face that makes them even better!

I first shared this on the blog in 2015. But I thought I would bring it back to the front to remind you about how wonderful they are.  Plus that gave Little Dude and I a fun project to work on, we love decorating cookies, cakes and cupcakes together.

Our Family’s History With This Recipe

My mom started making these cookies for us back in 1984. Do you remember those days before food blogs and Pinterest?

She used to find new recipe ideas in the newspaper and that is exactly where this is from.  She still has the newspaper page with this and a few other recipes on it.  Now it wouldn’t be October without them!

We thought Little Dude would have fun putting candy on the pumpkins.  He did have fun, but most of the candy went into his mouth!

I suppose all of those grand ideas of my kid always eating healthy and not having junk are shot.  At least he eats well most of the time!

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The fun part about these cookies, is you can let your imaginations run wild on the decorations.  They don’t always have to make sense, they just have to taste good!

 Of course one of his pumpkins got a little out of control with a huge mound of frosting and lots of candy.  He was really looking forward to eating it, even if it took him three sitting to get through it!

Tips and Tricks

The dough is on the soft side, that makes them easier to shape, but it does also mean they spread a bit while baking. Be sure to leave some space between the cookies on the tray.

I definitely recommend making these cookies on the bigger side, it gives you more room to decorate and have fun.  If you want smaller cookies, be sure to buy mini candies and chocolate chips so you can get a face on there.

jack-o-lantern cookies on spider web tray.

Make sure to cool the cookies on the trays for a while. This will give them a chance to firm up a bit before you move them. Once they cool, they are much more sturdy.

We like using candy corn, M&Ms, chocolate chips and red hots to decorate our cookies but get creative and use what you like. A nice stiff buttercream is a good option to hold the candy on and hold its shape.

Storage

Store you cookies in an airtight container at room temperature for up to 5 days. For longer storage freeze undecorated cookies for up to 3 months.

More Fun Halloween Recipes:

Shrimp on the Brain Dip is a fun cracker spread that looks like a brain and tastes like a million bucks.  The creamy shrimp base and cocktail sauce blood are a site to behold for sure!

Frankenstein pudding cups are another fun one for the kids to help with. If you like dirt pudding, you will love these fun treats.

pumpkin shaped cookie with candy and frosting decoration to look like a jack-o-lantern.
5 from 13 ratings

Jack-O-Lantern Pumpkin Cookies

Author: Carlee
Servings: 24 Large Cookies
These cookies are delicious on their own. They are loaded with pumpkin, oatmeal and chocolate chips. They have a nice chew and the icing almost makes them taste like an oatmeal cream pie. But what really makes them cute are the candy faces!
Prep: 15 minutes
Cook: 24 minutes
Total: 39 minutes

Ingredients 

  • 2 cups all purpose flour
  • 1 cup old fashioned oatmeal
  • 1 teaspoon baking soda
  • 1 teaspoon ground cinnamon
  • ½ teaspoon salt
  • 1 cup butter softened
  • 1 cup light brown sugar packed
  • 1 cup granulated sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 1 cup pumpkin puree
  • 1 cup semi-sweet chocolate chips
  • For decorating: crusting buttercream or frosting tubes and assorted candies and chocolate chips

Instructions 

  • Preheat oven to 350°F
  • In a medium mixing bowl, combine flour, oats, baking soda, cinnamon & salt. Set aside.
    2 cups all purpose flour, 1 cup old fashioned oatmeal, 1 teaspoon baking soda, 1 teaspoon ground cinnamon, ½ teaspoon salt
  • In a large mixing bowl, cream butter until smooth. Gradually add sugars, beating until light and fluffy.
    1 cup butter, 1 cup light brown sugar, 1 cup granulated sugar
  • Add egg, and vanilla, mix well.
    1 large egg, 1 teaspoon vanilla extract
  • Alternate adding dry ingredients and pumpkin to the butter mixture. Mix well after each addition. Stir in chocolate chips.
    1 cup pumpkin puree, 1 cup semi-sweet chocolate chips
  • Shape into pumpkin shapes on greased or parchment paper lined baking sheets.
  • Bake for 10-15 minutes depending on the size of the cookie. They will still be soft and you don’t want them to brown too much around the edges. Cool for 15 minutes, then remove from cookie sheet to a wire rack to cool completely.
  • Once completely cooled, decorate with frosting and candies.

Video

Youtube video

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Nutrition Information

Serving: 1Serving | Calories: 235kcal | Carbohydrates: 32g | Protein: 3g | Fat: 11g | Saturated Fat: 7g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 3g | Trans Fat: 0.3g | Cholesterol: 29mg | Sodium: 162mg | Potassium: 104mg | Fiber: 2g | Sugar: 20g | Vitamin A: 1840IU | Vitamin C: 0.4mg | Calcium: 23mg | Iron: 1mg
“Cooking With Carlee” is not a dietitian or nutritionist, and any nutritional information shared is an estimate. If calorie count and other nutritional values are important to you, we recommend running the ingredients through whichever online nutritional calculator you prefer. Calories and other nutritional values can vary quite a bit depending on which brands were used.

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5 from 13 votes (13 ratings without comment)

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51 Comments

  1. Hi,
    Yummy! Have a great day!

  2. Heather Coody says:

    These are stinkin' adorable! I am going to have to do this with my little one – she will LOVE this! 🙂 Thanks for sharing at Tips & Tricks last week…. hope your week has been FABULOUS! Hugs to ya!

    1. Thank you, I hope you both have fun making them!

  3. Aww! These turned our super cute! 🙂

    Thanks for joining Cooking and Crafting with J & J!

    1. Thank you, we have the best time making them every year!

  4. Christine | Where The Smiles Have Been says:

    These look so fun….and tasty! I know my son would love making them, and of course eating them! Thanks for sharing them with us at Merry Monday! We hope you'll join us again next week! 🙂

    1. They are definitely a favorite around here! No two are ever quite the same, but they all taste great! Thanks for stopping by!

  5. This is adorable (never thought I would call 'Jack" adorable, lol) This is so great for the kids! Thank you so much for sharing 🙂
    Joanita

    1. We always have so much fun decorating (and eating) them!

  6. Thanks, Nina! I will have to stop over!

  7. Big Rigs 'n Lil' Cookies says:

    I LOVE your decorating! So cute!
    I will definitely be making your cookies for my cookie eaters this fall, but I don't know if I have your patience for decorating!

    1. Thank you! Once you get a few kinds of candy out and get it started, it really goes pretty quickly. If you stick to a couple of designs you could be done in no time!

  8. Alli @ Tornadough Alli says:

    Yummy Carlee, these look so good, My daughter was looking at my computer with me and she kept going "mmmmmm" looking at them, so I think I know what I need to make for her! Thanks for sharing with us at #ThrowbackThursday and hope to see you again this week!

    1. Too cute! I hope she loves them if you make them!

  9. It is always fun decorating them. One piece of candy for the cookie, one piece of candy for me!!

  10. These are so cute…I know my girls would LOVE making these with me! Visiting from Wordless Wednesday
    (I'd love for you to join me at Share The Wealth Sunday – Saturday nights at 7)
    xoxo
    Lisa @ Fun Money Mom

    1. Thank you! We always have the best time making them. I will have to stop by on Saturday!