Jack-o'-Lantern Grilled Cheese

Featured in: Holiday Favorites

Enjoy a festive twist on classic grilled cheese with these jack-o'-lantern sandwiches. Softened butter is spread on sandwich bread, cheddar cheese is layered inside, and faces are carefully cut out to add a playful touch. Cooked on a skillet until golden and melted, they bring both fun and flavor to the table. Serve warm with ketchup or marinara for dipping. These sandwiches are quick and easy, ideal for Halloween gatherings, and always a crowd-pleaser for both kids and adults.

Updated on Mon, 13 Oct 2025 11:28:37 GMT
Golden Jack-o'-Lantern Grilled Cheese Sandwiches, warm cheddar oozing from carved bread faces. Save to Pinterest
Golden Jack-o'-Lantern Grilled Cheese Sandwiches, warm cheddar oozing from carved bread faces. | krispyrecipes.com

Every Halloween, I turn simple grilled cheese sandwiches into festive Jack-o'Lanterns for my family. These crispy, cheesy sandwiches are quick to make and always spark laughter and fun at the dinner table. They bring playful energy to our spooky celebrations and give kids a reason to love mealtime.

I first made these for my daughter's classroom party and every year since she requests them for our Halloween movie night. They are now as much a tradition as carving pumpkins together and always get rave reviews from guests young and old.

Ingredients

  • Sandwich bread: Eight slices provides the perfect canvas for carving Jack-o'Lantern faces Choose soft but sturdy bread for easy cutting and golden toasting
  • Sharp cheddar cheese: Eight slices delivers bold flavor and signature gooey melt Go for quality aged cheddar for that punch
  • Unsalted butter: Four tablespoons softened essential for golden crisp crusts Make sure the butter is room temperature for easy spreading
  • Optional ketchup or marinara sauce: Brings extra Halloween color and makes dipping so much fun Pick pure tomato sauce or homemade ketchup for freshness

Instructions

Carve the Jack-o'Lantern Faces:
Use a sharp paring knife to carefully cut eyes nose and mouth designs into four bread slices Triangles for eyes and a zigzag mouth create classic pumpkin faces Work slowly and show kids how to make their own shapes
Butter the Bread:
Spread a thin even layer of softened butter on one side of each bread slice This guarantees crispy golden bottoms and tops Get all the way to the edges for maximum crunch
Layer the Cheese:
Place four uncut bread slices butter side down on your work surface Top each with two slices of sharp cheddar cheese arranged to cover up to the crusts Overlapping slightly helps with full melting
Assemble the Sandwiches:
Cover every cheese-topped slice with a face-cut bread slice buttered side up Press gently so the sandwich is sturdy but not squished You want the faces visible and the layers even
Grill to Perfection:
Heat a large skillet or griddle over medium heat Place sandwiches onto the hot surface Cook three to four minutes per side until bread is deep golden brown and the cheese inside melts completely Use a spatula to press gently and check for color
Serve and Enjoy:
Transfer sandwiches to a plate while still warm and gooey Serve immediately with ketchup or marinara sauce for dipping Pair with tomato soup or fresh vegetable sticks for a full meal
Buttery Jack-o'Lantern Grilled Cheese Sandwiches, crisp golden edges, ready for tomato soup. Save to Pinterest
Buttery Jack-o'Lantern Grilled Cheese Sandwiches, crisp golden edges, ready for tomato soup. | krispyrecipes.com

Last year my little cousin made his own sandwich and made the funniest crooked smile which is now a family photo favorite Getting hands-on with the toppings turned dinner into giggles and creativity

Storage Tips

Wrap leftovers in foil and refrigerate for up to two days Reheat in a skillet for best crunch or in a toaster oven Avoid microwaving as bread may get soggy but warming on low oven heat revives the crispiness

Ingredient Substitutions

Try sourdough or multigrain bread for richer flavor and texture Mix mozzarella or gouda with cheddar for extra gooeyness Substitute butter with olive oil spread if you want a lighter crust

Serving Suggestions

These sandwiches are perfect beside a bowl of tomato soup or a crunchy cabbage slaw Arrange on a platter for a Halloween party or offer mini versions as appetizers Kids love dipping into ranch or honey mustard too

Melty Jack-o'Lantern Grilled Cheese Sandwiches, kid-friendly Halloween treat with sharp cheddar. Save to Pinterest
Melty Jack-o'Lantern Grilled Cheese Sandwiches, kid-friendly Halloween treat with sharp cheddar. | krispyrecipes.com

I learned the hard way that cheese slices should reach almost to the edges for full melt and visible pumpkin faces Letting kids help in the carving is not only fun but makes the meal more memorable

Common Recipe Questions

What kind of bread works best for these sandwiches?

White or whole wheat sandwich bread holds shape well for cutting faces and browns nicely when grilled.

Can I substitute other cheeses for cheddar?

Yes, try mozzarella, gouda, or a mix for different flavors and textures in the filling.

How do I get crisp, golden bread?

Use softened butter for even coverage and cook on medium heat, pressing gently for the perfect crust.

Are there creative garnish options for dipping?

Ketchup and marinara are classic, but ranch or spicy aioli can add a unique spin to the flavor.

Can kids help with assembling?

Children can help cut out jack-o'-lantern faces with supervision and help spread butter on bread slices.

What extra fillings can be added to these sandwiches?

Thinly sliced tomatoes, cooked bacon, or sautéed vegetables add variety and boost the sandwiches’ flavor.

Jack-o'-Lantern Grilled Cheese

Cheddar-stuffed sandwiches with playful jack-o'-lantern faces, perfect for festive snacking and easy to make.

Prep Duration
10 minutes
Cooking Duration
10 minutes
Overall Time
20 minutes
Created by Mia Harper

Recipe Type Holiday Favorites

Skill Level Easy

Cuisine Type American

Total Portions 4 Serving Size

Dietary Considerations Veggie-Friendly

What You’ll Need

Bread

01 8 slices sandwich bread (white or whole wheat)

Cheese

01 8 slices sharp cheddar cheese

Butter

01 4 tablespoons unsalted butter, softened

Optional Garnishes

01 Ketchup or marinara sauce, for dipping

How to Make It

Step 01

Prepare Jack-o'-Lantern Faces: Using a sharp paring knife, carefully carve jack-o'-lantern shapes into 4 bread slices, creating triangles for eyes and nose and a zigzag mouth.

Step 02

Butter the Bread: Spread a thin, even layer of softened unsalted butter on one side of each bread slice.

Step 03

Assemble Sandwiches: Place 4 uncut bread slices, buttered side down, on a clean work surface. Layer each with 2 slices of sharp cheddar cheese.

Step 04

Seal with Cut-out Slice: Cover each prepared stack with a jack-o'-lantern cut-out bread slice, placing buttered side facing up to form the sandwich.

Step 05

Cook Sandwiches: Preheat a large skillet or griddle over medium heat. Cook sandwiches for 3 to 4 minutes per side, pressing gently, until bread is golden brown and cheese is fully melted.

Step 06

Serve: Serve sandwiches warm accompanied by ketchup or marinara sauce for dipping.

Tools You’ll Need

  • Sharp paring knife
  • Skillet or griddle
  • Spatula
  • Butter knife

Possible Allergens

Double-check each ingredient for allergens and consult an expert if you're unsure.
  • Contains wheat (bread) and milk (cheese, butter). Confirm bread and cheese packages for potential additional allergens.

Nutritional Information (per serving)

This data is for informational purposes and shouldn't replace professional advice.
  • Calorie Count: 370
  • Total Fat: 22 grams
  • Total Carbohydrates: 30 grams
  • Protein Content: 15 grams