
These Pumpkin Jack O Lantern Cookies are my family’s answer to a joyful—and deliciously messy—Halloween season. Baking and decorating them together is now a must every October. No matter how wild the designs get or how much orange icing ends up on our elbows, it brings everyone together around the table. The chewy, vanilla orange cookies are a treat in themselves, and the jack o lantern faces just make every batch unique and extra festive.
The first year I made these with my niece she covered hers in sprinkles and extra icing and declared it “the scariest cookie ever” I still smile every time I think about it and now every October we up the ante with who can create the zaniest pumpkin faces
Ingredients for Pumpkin Jack O Lantern Cookies
- All purpose flour This creates a sturdy base for rolling and shaping Look for unbleached flour for best flavor and texture
- Baking powder Essential for a slight cookie rise to keep them tender Check the date so it is fresh
- Salt A pinch deepens the buttery vanilla notes
- Unsalted butter Make sure it is softened for easy mixing Creamy butter makes a rich dough
- Granulated sugar Adds sweetness and gives that classic cookie texture Choose superfine for crispiness if desired
- Egg Adds moisture and binds everything together Use room temperature for even blending
- Vanilla extract For rich depth Go for pure vanilla not imitation
- Orange gel food coloring Gives a vibrant festive pumpkin color Gel yields a richer color and less liquid in dough
- Black decorating icing Lets you create expressive jack o lantern faces Buy premade for convenience or mix your own with powdered sugar
Step-by-Step Instructions
- Prep the baking setup
- Set your oven to 350 degrees Fahrenheit and line two baking sheets with parchment paper This keeps cookies from sticking and makes cleanup easier
- Mix dry ingredients
- In a clean bowl whisk flour baking powder and salt together Take a moment to smooth out any flour lumps so you get even cookies
- Cream butter and sugar
- In a large bowl beat the softened butter with the sugar on medium speed for two minutes Scrape down the sides to make sure all the sugar is getting fluffed up This gives a pillowy texture
- Add egg and vanilla
- Beat in your egg and vanilla until just mixed You want a smooth hearty batter that smells like a bakery
- Incorporate dry ingredients and color
- Gradually add your flour mixture and stir until the dough is just coming together Add orange gel coloring and mix until it is a bright pumpkin shade
- Shape and flatten cookies
- Scoop out dough and roll into balls about one and a half inches in diameter Set on your prepared sheet and flatten the tops with the bottom of a glass For even pumpkins space them two inches apart
- Bake
- Slide trays into the oven and bake ten to twelve minutes Watch for edges turning the palest gold The centers may look soft but will firm as they cool
- Cool and decorate
- Let cookies rest for five minutes then transfer to a wire rack Decorate with black icing once cookies are completely cool Pipe jack o lantern faces however you like Triangles for eyes and goofy grins are always a hit

My favorite part of these cookies is swirling on goofy faces while my niece giggles and critiques my work It has become one of the traditions she now looks forward to each Halloween The dough’s bright orange color makes every tray so festive that sometimes I don’t want to eat them but somehow they always disappear
Storage Tips
Let cookies cool completely before storing so icing sets Place wax or parchment paper between layers to prevent faces from smudging Store in an airtight container at room temperature up to five days For longer storage freeze uniced cookies up to three months then decorate after thawing
Ingredient Substitutions
Swap in margarine or coconut oil for dairy free and vegan friends Make sure to chill dough longer if using margarine Paprika with a touch of yellow coloring is a fun way to get orange without commercial dyes Ground flax and water replace eggs for an easy plant based version
Serving Suggestions
Pile cookies high on a platter with mini hay bales for a party or tuck them in cellophane bags with a ribbon as a gift for neighbors Serve with apple cider cocoa or fun Halloween punch These also make perfect party favors for a classroom treat

Cultural and Historical Context
Pumpkin themed treats are a Halloween American classic The jack o lantern face traces back to Irish folklore where carved turnips and pumpkins were lit to ward off spirits Turning cookies into edible pumpkins is a modern playful twist that also keeps little hands busy and creative
Recipe FAQs
- → Can I freeze the dough for later?
Yes, shape dough into balls and freeze on a tray until firm (about 2 hours), then store in a freezer bag for up to 3 months. Bake from frozen by adding 1–2 minutes to baking time.
- → Why does my icing smear when decorating?
This usually happens if cookies aren’t completely cool or if the icing tip is too wide. Let cookies cool at least 30 minutes and use a fine tip for sharp lines. Chilling iced cookies briefly in the fridge helps set the designs crisp.
- → Are there vegan ingredient substitutions?
Yes, replace butter with solid coconut oil, and swap eggs for flax eggs (1 tbsp ground flaxseed + 3 tbsp water). Use vegan-friendly icing to keep the festive look and flavor.
- → Can I use cookie cutters instead of shaping dough balls?
Absolutely! Chill dough at least an hour so it holds sharp edges, and dust cutters with flour to prevent sticking. You can decorate any shape to look like pumpkins with the icing.
- → What causes cookies to spread too much during baking?
Common causes include overly soft butter, unchilled dough, or an oven that hasn't fully preheated. Chilling dough for 30 minutes and ensuring butter is slightly firm helps maintain pumpkin shapes.