Grilled Cheddar Cheese, Apple & Onion Sandwich with Butternut Squash Soup Recipe

Grilled Cheddar Cheese, Apple & Onion Sandwich with Butternut Squash Soup Recipe

Cooler Fall evenings in Florida are right around the corner (or at least I hope) and it’s during this time of year that I really ramp up soup production in the kitchen. I know that everyone is still losing their minds over all things pumpkin spice right now, but it’s really never been my thing. I, on the other hand, look forward to cooking up as much squash as possible. For this recipe, while I prefer a butternut squash from the produce section, frozen will also work just fine if your grocery story doesn’t have any fresh available. Rollin’ Oats has a handful of organic options available in ten ounce bags. If using frozen, just use two of the ten ounce bags.

Grilled Cheese and Butternut Squash Soup
Grilled Cheese and Butternut Squash Soup

I know you’ve listened to us rave about Dave’s Killer Bread before and you better believe that it is my preferred bread for this sandwich – specifically, the Good Seed. I love the texture that it takes on after spending some time turning crisp and golden brown in the skillet. You don’t have to use Good Seed though, of course. A personal favorite of my husband’s for a solid grilled cheese is Dave’s White Bread Done Right. Both of which can also be found at Rollin’ Oats, along with other killer options from Dave’s.

Dave's Killer Good Seed Bread
Dave’s Killer Good Seed Bread

As far as the cheese for this sandwich is concerned, don’t limit yourself to only cheddar. I encourage you to utilize any kind of good melty cheese that you prefer. The first time that I made this we actually used a mix of aged white and yellow cheddar and it was divine! If cheddar isn’t your jam though, a luscious Brie would be a fine alternative, in my opinion.

Grilled Cheese with Cheddar, Apple, Onion & minced Sage
Grilled Cheese with Cheddar, Apple, Onion & minced Sage
Butternut Squash Soup with some chili crisp and minced fresh Sage

Grilled Cheddar Cheese, Apple & Onion Sandwich with Butternut Squash Soup

Abby Allen-Leach
An elevated spin on a classic duo - your new favorite soup and sandwich combination is here. If you can't find Butternut Squash in the produce section, check the freezer aisle. Two ten ounce bags will totally suffice.
5 from 1 vote
Prep Time 15 minutes
Cook Time 1 hour 30 minutes
Course Main Dish, Sandwich, Soup
Cuisine American
Servings 2 people
Calories 708 kcal


  • Blender


Butternut Squash Soup

  • 1 Butternut Squash Peeled and cubed. Or, 2 10oz bags of frozen Butternut Squash.
  • 3/4 White Onion Roughly Chopped.
  • 1/2 Apple Sliced.
  • 1 cup Vegetable Stock
  • 1 tbsp Olive Oil
  • 2 tbsp Sage Fresh - minced.
  • 1 tsp Salt Plus more, as needed.
  • 1/2 tsp Pepper Plus more, as needed.
  • Optional garnishes (chili crunch, sage, etc.)


Butternut Squash Soup

  • Preheat the oven to 375. If using a whole Butternut Squash, peel and cube and add to a parchment-lined baking sheet with sliced onion and apple. Toss with olive oil, salt and pepper.
    Squash, apple, and onion ready to hit the oven
  • Roast in the oven for 45 minutes to one hour (until everything has softened). If using frozen squash, heat according to package instructions and set aside until apple and onion have roasted.
    The vegetables after roasting in the oven for an hour
  • Add roasted vegetables (and prepared squash, if using frozen) to a high powered blender with one cup of vegetable broth. Blend until smooth and season with salt and pepper to taste.
    Butternut Squash Soup
  • Pour soup into a medium dutch oven or pot and heat on low until ready to serve. Whilst serving, top with optional garnishments.
    Simmering the Butternut Squash on low until ready to serve

Grilled Cheddar Cheese, Apple & Onion Sandwich

  • Preheat oven to 350. Evenly butter both sides of each slice of bread. Heat medium nonstick skillet over medium heat (we are going to make one sandwich at a time) and add one buttered slice of bread.
    First piece of bread down for the grilled cheese
  • Top with 1/4 cup grated cheese, half of the onion and apple slices, half of the minced Sage and another 1/4 cup of cheese. Add 1 tsp jelly to another piece of bread and place that on top of that in the skillet, jam side in the middle.
    Grilled Cheese with Cheddar, Apple, Onion & minced Sage
  • Gently press together and cook until under side takes on a nice golden color - a few minutes. Carefully flip the sandwich onto the other side.
    Second piece of bread with red pepper jelly to finish the sandwich
  • Cook for another couple of minutes until sandwich is golden and crisp on both sides.
    Browning the second side of the grilled cheese
  • Keep sandwich warm in preheated oven until you make your second sandwich. Assemble the other sandwich by repeating the same method. Cut sandwiches in half and serve along side a bowl of Butternut Squash Soup.
    Grilled Cheddar Cheese, Apple & Onion Sandwich
Nutrition Facts
Grilled Cheddar Cheese, Apple & Onion Sandwich with Butternut Squash Soup
Amount Per Serving
Calories 708 Calories from Fat 261
% Daily Value*
Fat 29g45%
Saturated Fat 14g88%
Trans Fat 1g
Polyunsaturated Fat 2g
Monounsaturated Fat 11g
Cholesterol 61mg20%
Sodium 2309mg100%
Potassium 1721mg49%
Carbohydrates 94g31%
Fiber 14g58%
Sugar 25g28%
Protein 25g50%
Vitamin A 40758IU815%
Vitamin C 87mg105%
Calcium 762mg76%
Iron 6mg33%
* Percent Daily Values are based on a 2000 calorie diet.


Calories: 708kcalCarbohydrates: 94gProtein: 25gFat: 29gSaturated Fat: 14gPolyunsaturated Fat: 2gMonounsaturated Fat: 11gTrans Fat: 1gCholesterol: 61mgSodium: 2309mgPotassium: 1721mgFiber: 14gSugar: 25gVitamin A: 40758IUVitamin C: 87mgCalcium: 762mgIron: 6mg
Keyword Abby Allen Recipes, Butternut Squash Soup Recipes, Grilled Cheese Recipes
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