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Main Dishes / Best Dill Pickle Grilled Cheese Sandwich

Best Dill Pickle Grilled Cheese Sandwich

January 7, 2026 von Kristin Romick

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There is a profound moment in every grilled cheese lover’s journey when they realize the sheer, unadulterated potential of adding a pickle. Forget everything you thought you knew about simple comfort food; the combination of crunchy, tangy brine and molten, savory cheese creates an entirely new dimension of flavor, crowning this creation theBest Dill Pickle Grilled Cheese Sandwichyou will ever encounter.

If you have ever found yourself staring into the abyss of your refrigerator, yearning for a snack that is both nostalgic and wildly exciting, prepare for bliss. This recipe is not just about slapping some ingredients between two slices of bread; it is an epic tale of textures, demanding respect for the pickle and offering a buttery, golden crust worthy of a standing ovation.

Key Features of This Recipe

  • This sandwich achieves a magnificent balance of creamy interior and perfectly crisp, golden-brown crust, making every bite satisfying.
  • The unique flavor profile combines the sharp acidity of dill pickles with rich, savory melted cheese for an unforgettable experience.
  • Preparation is incredibly straightforward, requiring minimal ingredients and less than ten minutes of active cooking time for quick comfort.
  • It offers remarkable versatility, acting as a superb snack, a satisfying light lunch, or a surprisingly sophisticated dinner component.

Ingredients for Best Dill Pickle Grilled Cheese Sandwich

Here’s what you’ll need to make this delicious dish:

  • Sourdough or Rustic White BreadChoose sturdy slices that can withstand both the buttering process and the generous filling without collapsing into a soggy mess.
  • High-Quality Butter or Plant-Based SpreadUse softened butter, preferably unsalted, applied liberally for that characteristic golden exterior and crispy crunch.
  • Sharp Cheddar CheeseOpt for a good block of sharp cheddar and grate it yourself; pre-shredded varieties often contain starches that inhibit maximum meltiness.
  • Creamy Monterey Jack or HavartiThis cheese melts beautifully and adds a necessary gooey factor, complementing the sharp cheddar without overpowering the dill.
  • Dill Pickles (Kosher Style)The star of the show; slice these thinly and pat them completely dry using paper towels to prevent introducing excess moisture into the sandwich.
  • Mayonnaise (Optional but Recommended)A tiny smear on the inside of the bread acts as a moisture barrier and adds a subtle, tangy depth that enhances the overall richness.

The full ingredients list, including measurements, is provided in the recipe card directly below.

The Art of the Melt: Techniques for Perfection

Before we dive into the assembly, let’s discuss why this particular grilled cheese transcends its humble origins. The secret lies not just in the dill pickle—though it is critical—but in controlling the temperature. Most people rush grilled cheese, resulting in burnt bread and cold, unmelted cheese. We are aiming for golden, slow-cooked perfection, where the cheese has time to turn into an irresistible river of molten delight, gently enveloping the crisp pickle slices.

Selecting the Perfect Pan and Heat

Cast iron is your best friend here, offering unparalleled heat retention and distribution, which means fewer hot spots and a truly uniform crispness. If you don’t have cast iron, use a heavy-bottomed, nonstick skillet. Crucially, cook this sandwich on medium-low heat. If you hear a violent, aggressive sizzle the moment the butter hits the pan, you are cooking too hot. Patience is paramount; a good grilled cheese takes between six and eight minutes to cook properly, total.

Also, please do not substitute margarine for butter in this recipe unless dietary restrictions demand it. Butter provides flavor compounds that deepen and brown beautifully, creating that nutty, toasted aroma that is essential for achieving the title ofBest Dill Pickle Grilled Cheese Sandwich. Embrace the richness; your taste buds deserve this buttery pilgrimage. This slow-and-low technique ensures the bread crisps up gradually while the cheese inside reaches maximum structural failure.

How to Make Best Dill Pickle Grilled Cheese Sandwich

Follow these simple steps to prepare this delicious dish:

Step 1: Prep the Pickles and Butter the Bread

Take your thinly sliced dill pickles and place them between two layers of paper towels, pressing gently to remove as much moisture as possible. This step is non-negotiable, as wet pickles create steam, leading to soggy bread. Next, generously spread softened butter on one side of each bread slice, ensuring edge-to-edge coverage. For maximum flavor, spread a very thin layer of mayonnaise on the inner, non-buttered side of the bread; this adds a bonus flavor barrier and tang.

Step 2: Assemble the Cheese Layers

Place two slices of bread, butter-side down, on your cutting board. On the inner side of one slice, layer half of your grated cheddar and half of your Monterey Jack. The key is to create a strong cheese foundation to hold the pickle structure. Place the dried pickle slices directly on the cheese layer, spreading them evenly but avoiding the very edges, which should be reserved for the cheese melt.

Step 3: Build and Press the Sandwich

Top the pickles with the remaining grated cheddar and Monterey Jack cheese, effectively encasing the pickles in a cheese shield. Place the second slice of bread (mayonnaise-side down, butter-side up) on top. Lightly press the sandwich together to ensure initial adherence. Remember, even distribution of ingredients prevents structural mishaps during the flip.

Step 4: Slow Cook to Golden Perfection

Place the sandwich in your heavy-bottomed skillet over medium-low heat. Do not cover it. Cook undisturbed for approximately 3 to 4 minutes. Peek under the bread—you are looking for a deep golden brown, not dark brown or black. Once achieved, flip the sandwich using a wide, thin spatula. If the heat is correct, the cheese should already be softening noticeably.

Step 5: Finishing the Melt

After flipping, cook the second side for another 3 to 4 minutes until equally golden brown. If your cheese is still reluctant to melt, momentarily cover the pan for 30 seconds to trap steam, but watch carefully to avoid excess sogginess. Remove theBest Dill Pickle Grilled Cheese Sandwichfrom the pan and place it on a cutting board.

Allow the sandwich to rest for one minute before slicing diagonally—this resting period prevents the molten cheese from immediately running out. Transfer to plates and serve immediately with a side of creamy tomato soup or a tangy mustard for the perfect finishing touch.

Upgrading Your Grilled Cheese Experience

The beauty of the grilled cheese format is its flexibility. While the classic pairing of cheddar, Monterey Jack, and dill pickles stands strong, experimentation is encouraged. If you find yourself in a flavor rut, or simply want to elevate this crunchy delight further, these variations offer exciting new avenues without compromising the integrity of the original concept. Remember, the goal is always maximum crispness and maximum meltiness.

Tangy Flavor Boosts and Variations

Consider adding a thin layer of complementary ingredients. A tiny smear of whole-grain mustard mixed into the mayonnaise on the inner side of the bread introduces a deeper tang that plays beautifully with the dill. Alternatively, a sprinkle of dried onion powder or a pinch of cayenne pepper mixed into the cheese blend can add an unexpected depth or a gentle background heat that makes the savory elements pop. Do not go overboard; the dill pickle is the undisputed star here.

For those who prefer a little extra textural crunch, try thinly slicing a jalapeño or adding a few potato chips—though keep in mind that added ingredients should be well-drained and thin to ensure even heat distribution and melting. If you switch out the cheese, look for varieties with similar melting points, such as Gouda, Gruyere, or even pepper jack for an extra kick. Finding the right balance ensures that this remains theBest Dill Pickle Grilled Cheese Sandwich, regardless of minor variations.

The Importance of Bread Selection

While sourdough offers the best flavor and structural integrity, other breads can certainly be employed. Thick-cut brioche will deliver a significantly richer, sweeter profile that contrasts wonderfully with the saltiness of the pickles, although you must watch the heat closely as the high sugar content can lead to quick burning. Rye bread introduces an earthy, caraway flavor that complements the dill brilliantly, creating a deli-style flavor profile perfect for an adult palate. The key is thickness; aim for slices about half an inch thick to provide enough barrier between the heat and the cheese.

If you’re using softer bread, such as standard sandwich white bread, consider using the mayonnaise-on-the-outside trick instead of butter. Mayonnaise has a higher smoke point than butter, meaning it prevents burning while still achieving a remarkably crisp, golden finish, often preferred by professional chefs. Regardless of your choice, ensure the butter or spread covers every single millimeter of the exterior surface—those unbuttered spots are the weak points where your sandwich will fail the test of texture.

Serving Suggestions and Sides

A sandwich this spectacular deserves companions that can keep up with its dynamic personality. While it is perfect enjoyed alone, pairing it with the right side dish elevates the meal from a quick bite to a comforting feast. The key is to choose sides that either contrast the richness of the cheese or enhance the tangy notes of the dill.

Classic Comfort Pairings

The quintessential partner for any grilled cheese is, of course, tomato soup. A rich, creamy roasted tomato soup provides the perfect acidic counterpoint to the buttery richness of the sandwich. The creamy texture balances the crunch beautifully. Another excellent choice is a cool, crisp coleslaw dressed lightly in vinegar rather than a heavy cream dressing; the cabbage crunch and vinegar sharpness enhance the pickle flavor.

Alternatively, serve this sandwich alongside a simple green salad dressed with a bright lemon vinaigrette. The freshness cuts through the fat from the cheese and butter, resetting the palate and allowing you to fully appreciate the complex salty and sour flavors of theBest Dill Pickle Grilled Cheese Sandwich. This combination transforms a humble grilled cheese into a sophisticated, yet easy, lunch.

Enjoying this sandwich is more than just eating; it’s an experience. It’s the sound of the crust cracking, the sight of the molten cheese stretch, and the immediate hit of that tangy dill pickle. Go forth and conquer your craving for comfort food that packs a surprising punch!

The Accidental Discovery of Sunshine on a Plate

Best Dill Pickle Grilled Cheese Sandwich image 2

I stumbled upon the idea for theBest Dill Pickle Grilled Cheese Sandwichduring a catastrophic pantry cleanout. I had sharp cheddar, stale bread, and a jar of those outrageously crunchy pickles staring me down. Combining the salty tang with melting, gooey cheese felt utterly rebellious, yet the first bite was pure, buttery enlightenment—a shockingly perfect flavor profile I never saw coming.

Perfecting the Cooking Process

For peak performance, butter one side of the bread, then build the sandwich using your cheese layers and pickles. Place the first side down on a medium-low skillet, press gently, and cook slowly for four minutes until golden. Flip and repeat, ensuring the heat is low enough to melt the cheese completely without burning the crust.

Add Your Touch

Swap out sharp cheddar for Monterey Jack and Havarti for a silkier melt. A thin layer of roasted garlic spread or a touch of Dijon mustard can deepen the savoriness beautifully. For an extra textural surprise, try adding crispy fried onions or a hint of cayenne pepper to the butter before grilling.

Storing & Reheating

Grilled cheese is best eaten immediately, but if you must store leftovers, wrap them tightly and refrigerate for up to two days. Reheat the sandwich in a dry skillet over very low heat, covered, to crisp the exterior again. Avoid microwaving; you’ll end up with a rubbery, disappointing mess.

The Philosophy Behind the Pickle Perfection

Look, I know what you’re thinking. Pickles… in a grilled cheese? Isn’t that reserved for late-night cravings when you’ve run out of everything else? Absolutely not. This isn’t a desperate creation; this is culinary elevation using pantry staples. The standard grilled cheese is fantastic, yes, but it often lacks that necessary acidic punch to cut through the richness. That’s where the humble dill pickle steps in, becoming the unsung hero of melted dairy.

We are aiming for a contrast of textures and temperatures: the crunchy, briny cold pickle slices nestled inside a hot, buttery, crusty exterior holding together a river of molten, savory cheese. Getting this balance right requires specific attention to your ingredients. Forget those pre-sliced, plastic-wrapped cheese singles—we need serious commitment here. We want cheese that melts into a beautiful, elastic stretch, not one that sweats grease and hides in the corner.

The magic of the Best Dill Pickle Grilled Cheese Sandwich relies on choosing the right bread—something sturdy like sourdough that can stand up to the cheese blend and the butter bath—and maximizing flavor both inside and out. We are seasoning the butter, people! Why settle for plain butter when you can have deeply savory, paprika-stained fat that crisps the bread into golden armor?

Ingredients for the Best Dill Pickle Grilled Cheese Sandwich

This recipe yields two glorious sandwiches. Double the ingredients if you plan to share (or just want two for yourself, no judgment here).

  • 4 slices of high-quality sourdough or country white bread (thick-cut preferred)
  • 4 tablespoons unsalted butter, softened, or mayonnaise (for outer spread)
  • 4 slices (about 4 oz) sharp cheddar cheese, freshly sliced
  • 4 slices (about 4 oz) Monterey Jack or Havarti cheese
  • 1 ounce softened cream cheese (optional, but highly recommended for adhesion)
  • 1/2 cup thinly sliced dill pickles (ensure they are dry before use)
  • 1/2 teaspoon garlic powder
  • 1/4 teaspoon smoked paprika (optional, for color and depth)

Building the Ultimate Grilled Cheese Masterpiece

The key to achieving the perfect, crispy exterior and gooey interior is patience and low heat. If you rush this process, you will end up with a dark, sad crust and cold, unmelted cheese—a culinary tragedy we must avoid.

Preparation is Everything

First, take your dill pickle slices and spread them out on a paper towel. Gently blot them dry. This step is crucial. If the pickles are too wet, they will steam the bread inside the sandwich, resulting in a soggy, disappointing core. Next, prepare your butter mixture. In a small bowl, combine the softened butter (or mayonnaise, if you prefer a richer crust) with the garlic powder and smoked paprika. Stir until thoroughly combined. This flavorful fat coating is what creates the deep, golden color and exceptional flavor.

The Art of the Layer

Lay out all four slices of bread. On the inside of two slices, spread a very thin layer of the optional softened cream cheese. This acts as the glue to hold the pickles and spices in place, ensuring the whole structure stays intact when the main cheeses melt. Now, begin the layering process. On the bottom slice, place two slices of cheddar. Follow this with a generous pile of your dried pickle slices, distributing them evenly. Top the pickles with two slices of Monterey Jack or Havarti. Place the second slice of bread (cream-cheese side facing down onto the cheese) on top to complete the sandwich structure.

Grilling to Glory

Now, gently coat the outside of both sides of the assembled sandwich using your seasoned butter mixture. Ensure the coverage is uniform right up to the edges. Heat a non-stick skillet or griddle over medium-low heat. This temperature setting is non-negotiable; we are slow-cooking this beauty. Place the sandwich carefully onto the hot skillet.

Cook for approximately four to six minutes per side. You should see a deep, rich gold forming on the crust, but more importantly, you should see the cheese just starting to ooze out the sides. If the crust is browning too quickly, immediately reduce the heat. Once the first side is perfect, flip it using a wide spatula and repeat the cooking process on the second side until it is equally golden and the cheese is completely molten and running.

Once removed from the heat, let the sandwich rest for 60 seconds before slicing diagonally. This brief rest allows the cheese structure to stabilize, preventing a messy eruption when cut. Serve this tangy, buttery creation immediately with a bowl of simple tomato soup or just a side of more pickles—because when you commit to the dill life, you commit fully. The blend of the sharp cheddar and the mild, creamy Monterey Jack, coupled with the bright zing of the pickles, creates an unforgettable lunch experience that turns a humble meal into something truly extraordinary.

Whether you are making this for a quick lunch or as a satisfying dinner, the preparation time is minimal, but the payoff is huge. The secret truly lies in using quality ingredients and ignoring the impulse to crank the heat up. You need patience for this kind of perfection. Enjoy this ultimate version of a comfort food classic; it guarantees happiness and a wonderfully buttery chin.

Chef’s Expert Tips for the Ultimate Dill Pickle Grilled Cheese

  • Use a skillet press or a heavy cast-iron pan to gently weigh down the sandwich while grilling. This maximizes contact for an even, crispy sear.
  • Shred your cheese instead of slicing it if you prefer a quicker, more aggressive melt. Pre-shredded cheese is often coated, so shredding fresh blocks works best.
  • For maximum flavor depth, marinate the dry pickle slices briefly in a small amount of the pickle brine mixed with a dash of dried dill before assembling the sandwich.

My nephew, usually a highly suspicious eater, took one bite of this tangy creation and declared it the only way he will ever eat grilled cheese again. That’s the kind of validation that fuels a food blogger!

Conclusion for Best Dill Pickle Grilled Cheese Sandwich

The journey to theBest Dill Pickle Grilled Cheese Sandwichproves that sometimes the most genius culinary pairings are the ones that seem slightly outrageous at first glance. We’ve moved beyond the basic cheddar melt by introducing that bright, briny crunch and utilizing thoughtful layering techniques. Remember, low and slow heat is your best friend here, ensuring that beautiful contrast between the crisp, garlicky exterior and the gooey, melting cheese interior.

If you’re looking for a simple lunch that delivers an explosive flavor experience far beyond its humble origins, this recipe is your answer. It’s comforting, satisfying, and refreshingly tangy—truly a sandwich experience worth writing home about.

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Best Dill Pickle Grilled Cheese Sandwich

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The ultimate grilled cheese: sharp cheddar meets tangy, crisp dill pickles, all grilled in savory dill-infused butter on sourdough. Patting the pickles ensures zero sogginess.

  • Total Time: 35 minutes
  • Yield: 4 servings 1x

Ingredients

Scale
  • 2 slices Sourdough bread
  • 2 tablespoons unsalted butter, softened
  • 4 ounces sharp cheddar cheese, sliced or shredded
  • 1/4 cup dill pickle slices, thinly sliced
  • 1/2 teaspoon dried dill weed
  • 1 tablespoon cream cheese, softened
  • Pinch of freshly ground black pepper

Instructions

  1. Step 1: In a small bowl, combine the softened butter and the dried dill weed. Thoroughly spread the dill butter mixture onto one side of each slice of sourdough bread.
  2. Step 2: Pat the dill pickle slices with a paper towel to remove excess moisture; this prevents the sandwich from becoming soggy during grilling.
  3. Step 3: Assemble the sandwich: Place one slice of bread butter-side down in a non-stick skillet over medium-low heat. Spread the softened cream cheese across the bread, then layer half of the cheddar cheese, all of the dried dill pickle slices, the black pepper, and finally the remaining cheddar cheese.
  4. Step 4: Top the sandwich with the second slice of bread, butter-side up. Cook for 3 to 4 minutes per side, pressing down lightly with a spatula to ensure good contact and even browning, adjusting the heat to keep the cheese melting slowly without burning the bread.
  5. Step 5: Flip the sandwich once the bottom is golden brown, and continue cooking until the second side is golden and the cheese is completely melted and gooey (about 3-4 more minutes). Slice in half immediately and serve hot.

Notes

  • For the crispiest sandwich interior, gently pat the thinly sliced dill pickles completely dry with a paper towel before assembling; excess moisture is the enemy of gooey grilled cheese.
  • Serve immediately with a small cup of hot tomato soup for dipping, or alongside a simple mixed greens salad dressed lightly with balsamic vinaigrette to perfectly cut the richness of the cheese.
  • If you have leftovers, reheat the sandwich in a preheated, dry non-stick skillet over medium-low heat or in a toaster oven until the bread is crisp again, avoiding the microwave entirely.
  • While the assembled sandwich must be eaten fresh, you can make the dill butter ahead of time and keep it chilled in the refrigerator for up to a week for speedy meal preparation later.
  • Author: Kristin Romick
  • Prep Time: 15 minutes
  • Cook Time: 20 minutes
  • Method: Stovetop
  • Cuisine: American

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