Jack-O-Lantern Grilled Cheese Sandwiches

5 / 5 (1 review) 1 Comment

 Jack-O-Lantern Cookie Cutters for Goodies and More!

Grilled Cheese Jack O Lantern

Use fun and festive Cookie Cutters for more than just cookies with this fun and SIMPLE idea for making lunch or dinner just a little more special! It’s so much fun to stretch Halloween out into various meals, and these Jack-O-Lantern Grilled Cheese Sandwiches are fun to make and delicious to eat. With the Wilton Pumpkin Fun Face Cookie Cutters you can make each face different!  There isn’t just one way to do it…let the kids get creative and make several different faces while talking about shapes with your little ones! Plus, the pieces of grilled cheese goodness inside the cookie cutters are SO yummy!  These can go great packed for a fun lunch, or serve at home with soup for a great warm up between neighborhoods!


jack o lantern

You could even use just the outline of the cutter to make  pumpkin grilled cheese and have that after a fun day at the pumpkin patch!

Wilton Jack-O-Lantern Cutter Set – $4.63 + Free Shipping!!

  • Carving a pumpkin is easier when you do it in cookie dough using the 3-piece jack-o’-lantern cookie cutter set
  • Pumpkin cutter cuts the shape, then cut out the eyes and nose using the smaller triangle cutter and the toothy grin using the mouth cutter
  • Make these roll-out cookies to give to friends or serve delicious decorated cookies at your Halloween party
  • The sturdy metal set of three cookie cutters makes it easy to get uniform cookies every time

Pumpkin platter

This is a darling plate that would work well for serving up Jack O Lantern sandwiches or any Halloween Treat!

Ceramic Pumpkin Serving Plate – $21.02 + Free Shipping!!

  • Orange ceramic construction
  • Hand-painted
  • Smooth, glossy finish
  • Microwave safe
  • Dishwasher safe

wilton halloween cookie cutter set

For smaller sandwiches these would be a great option! With several different shapes to choose from, everyone will get their favorite!

Wilton Halloween 18-Piece Cutter Set – $10.56

  • Put variety in your cookie-making with fun Halloween multi-shape set
  • Recipe included
  • Size: 3-inches

Jack-O-Lantern Grilled Cheese Sandwiches

5 / 5 (1 review)
Prep Time: 10 minutes | Cook Time: 15 minutes


  • Bread
  • Cheese
  • Butter


  1. My biggest trick in getting grilled cheese sandwiches to melt the cheese, but not burn the bread is to bring your cheese to room temperature before you start cooking. I usually do this by slicing off enough slices of cheese, then covering it with plastic wrap so it doesn't get hard. It only takes 15-20 minutes to warm it up.
  2. Spread one side of each piece of bread with butter.
  3. Add cheese, and place on hot frying pan (I usually do it on my 11-Inch Square Griddle at Medium heat. Just make sure your pan is hot before you start grilling)
  4. Flip sandwiches every 2-3 minutes, until golden brown on both sides, and cheese is melted.
  5. Remove to cutting board and let cool 3-5 minutes, then cut out faces with Wilton Pumpkin Fun Face Cookie Cutters. If you don't let the sandwiches cool down, the cheese will spill out into the cut part.
  6. Serve warm, and enjoy! (We almost always eat grilled cheese with tomato soup!)
Meal Type: Main Dish, Halloween
Categories: Sandwiches and Burgers

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