
This spicy pumpkin pickle grilled cheese transforms the humble sandwich into something extraordinary. The creamy, spiced pumpkin creates a velvety base that perfectly complements the tangy pickles and melty cheese, all encased in crispy, golden bread that delivers the perfect crunch with every bite.
I created this recipe one autumn afternoon when I had leftover pumpkin purée and a craving for comfort food. What started as kitchen experimentation has become my most requested sandwich during fall gatherings, with friends constantly asking for the recipe.
Ingredients
- Pumpkin purée unsweetened: forms the creamy base and adds subtle sweetness while providing nutritional benefits
- Smoked paprika: adds a gentle smoky depth that elevates the entire sandwich
- Ground cumin: brings earthy warmth that pairs perfectly with pumpkin
- Cayenne pepper: provides customizable heat look for fresh cayenne for the best flavor
- Sharp cheddar cheese: creates that perfect cheese pull use a block and grate it yourself for better melting
- Dill pickles: add brightness and acidity that cuts through the richness
- Sourdough bread: provides structure and flavor choose a fresh loaf with a sturdy crumb
- Butter: creates that irresistible golden crust use unsalted so you can control the seasoning
Instructions
- Create the pumpkin spread:
- Combine pumpkin purée with the spices and olive oil in a small bowl. Mix thoroughly until completely smooth and uniform in color. The olive oil helps create a silky texture that spreads easily. Make sure to taste and adjust seasonings if needed as the spice level can vary based on your cayenne pepper.
- Assemble the sandwiches:
- Spread a generous layer of the pumpkin mixture onto two slices of bread, making sure to reach all the way to the edges. This creates a flavor seal that helps prevent sogginess. Distribute the pickle slices evenly across the pumpkin spread, creating a single layer rather than stacking them. Sprinkle the shredded cheese in an even layer, using slightly more around the edges to create a cheese seal when melted.
- Prepare for cooking:
- Place the remaining bread slices on top and gently press down to compact the sandwich slightly. Butter the outside of both sides of each sandwich using room temperature butter. Apply the butter in a thin, even layer all the way to the edges for uniform browning. The butter should be soft enough to spread without tearing the bread.
- Cook to golden perfection:
- Heat your skillet over medium heat until a drop of water sizzles on contact. Place the sandwiches in the pan and cook for 3 to 4 minutes per side. Press down gently with a spatula occasionally to ensure even contact with the pan. Look for a deep golden brown color and listen for the sizzle to quiet down slightly which indicates the bread has crisped. Lower the heat if browning too quickly before the cheese melts.

The smoked paprika is truly the secret ingredient in this recipe. I discovered its transformative power years ago when a Spanish friend brought me some authentic pimentón. The depth it adds to the pumpkin spread elevates this sandwich from good to unforgettable, creating a complex flavor profile that keeps you coming back for another bite.
Perfect Pairings
This sandwich shines brightest when served with complementary sides. A cup of roasted tomato soup creates the ultimate comfort food duo, with the acidity balancing the richness of the sandwich. For a lighter option, try a simple arugula salad dressed with lemon vinaigrette, which provides a peppery contrast to the creamy sandwich. During autumn months, a mug of spiced apple cider makes this meal feel like a seasonal celebration.
Make It Your Own
The beauty of this sandwich lies in its adaptability. For a meat version, add crispy bacon or prosciutto between the pumpkin and cheese layers. Vegetable lovers can incorporate thinly sliced apple or pear for extra sweetness and texture. Experiment with different cheese combinations like adding some crumbled blue cheese with the cheddar for a more complex flavor profile. The pumpkin spread also works wonderfully with different bread options from hearty multigrain to sweet brioche.
Storage and Reheating
While best enjoyed immediately, you can prepare components ahead of time. The pumpkin spread keeps well refrigerated for up to three days in an airtight container. For leftover assembled sandwiches, wrap tightly in foil and refrigerate for up to 24 hours. Reheat in a skillet over low heat with a touch of butter, or wrap in a paper towel and microwave for 20 seconds before finishing in a hot skillet to restore crispness.
Seasonal Adaptations
Fall harvest version uses butternut squash instead of pumpkin and adds sage. Summer variation incorporates garden fresh tomatoes and basil. Winter comfort edition includes caramelized onions and thyme.

Recipe FAQ
- → What type of bread works best for this sandwich?
Sourdough or any sturdy sandwich bread works best, providing structure and crispness when grilled.
- → Can I use other types of cheese?
Yes, sharp cheddar is recommended for depth, but gouda or fontina can be used for a milder flavor and great melt.
- → How can I make the sandwich spicier?
Increase the cayenne pepper or add thinly sliced jalapeños with the pickles for extra heat.
- → Are there gluten-free options?
Simply use gluten-free sandwich bread. Always check cheese and pickle ingredients for possible allergens.
- → What sides pair well with this sandwich?
Classic tomato soup or a fresh green salad are both excellent accompaniments for a complete meal.
- → Is canned pumpkin purée suitable?
Yes, unsweetened canned pumpkin purée works perfectly; just avoid pumpkin pie mix to keep flavors savory.