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Grilled Ham and Cheese Sandwiches
with pureed butternut squash and carrot soup

Active: 30 min Total: 40 min
A hot sammie and a smooth soup are a perfect fall combination. We double the soup to make Thursday's dinner super simple.
Smarts: Microwave butternut squash for a few minutes to make it easy to peel and chop.
Dependency

Ingredients

Metric
Servings:
4
Grilled Ham and Cheese Sandwiches:
  • Sandwich bread - 8 slices
  • Butter - 4 Tbsp
  • Cheese (like Swiss, gruyere, provolone) - 8 slices
  • Dijon mustard - 1 Tbsp to 4 Tbsp
  • Ham - 8 slices
Pureed Butternut Squash and Carrot Soup (for two dinners):
  • Butternut squash, large - 1, cubed ((look for a 3 lb squash))
  • Garlic - 4 cloves, minced
  • Onions (medium) - 1, chopped
  • Carrots - 2, peeled and chopped
  • Cooking oil - 1 1/2 Tbsp
  • Chicken stock - 6 to 7 cups
  • Salt and pepper - to taste
  • Maple syrup - to taste

Nutrition Facts

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Prep

  1. Butternut squash / Garlic / Onions / Carrots - These soup ingredients are enough for two nights of dinner. Prep as directed. (Can be done up to 3 days ahead)

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Make

  1. Heat up a Dutch oven over medium-high heat. Add cooking oil and then garlic and onions to heated oil with a dash of salt. Saute until softened, ~3 minutes.
  2. Next add in butternut squash and carrots. Pour in enough chicken stock to cover veggies, and then bring to a boil. Simmer for ~10 minutes with lid on.
  3. While soup is simmering, butter one side of each piece of bread with about 1/2 tbsp (7 ml) of butter each. Lay out bread buttered-side down. Layer with cheese, Dijon, ham, another slice of cheese and top with bread, buttered-side up. Continue until all sandwiches are made.
  4. Heat up a griddle or a skillet over medium heat. Place sandwiches onto heated surface (as many as can fit) and press down throughout the grilling process with a spatula. Flip once the first side is golden, ~ 3 to 4 minutes.
  5. After soup has simmered and squash is tender, puree with an immersion / stick blender (like in this video) when it’s cool enough to work with (or transfer into a blender in batches). If using an immersion blender, I like to move the pot into the kitchen sink in case of spattering. Puree until smooth. Season soup to taste with salt and pepper. We use unsalted homemade broth, so we added ~1 1/2 tsp (7 ml) salt to our final product to make it taste like we wanted. If you want the soup to be sweeter, consider adding maple syrup. Reserve half the soup for Thursday.
  6. Enjoy your fall soup and sammie combo! This grilled ham and cheese is great dipped into the soup too.

Nutrition Facts

Amount Per Serving
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Reviews

Ratings

Original (57)
Gluten-free (5)
Paleo (2)
Vegetarian (16)

Most Helpful

So instead of buttering the bread I melt the butter in the pan and then add the sandwich... I feel like it is easier and tastes better, to flip I simply remove the half cooked sandwich add more butter and then return the sandwich on the side that needs to be cooked. Rave reviews from my family!

By: Jennifer
Posted: Jan 30, 2021
Diet: Original
1 Helpful

31 reviews

So instead of buttering the bread I melt the butter in the pan and then add the sandwich... I feel like it is easier and tastes better, to flip I simply remove the half cooked sandwich add more butter and then return the sandwich on the side that needs to be cooked. Rave reviews from my family!

By: Jennifer
Posted: Jan 30, 2021
Diet: Original
1 Helpful

Ugh, really wish CS recipes would only give ingredient amounts for the day's recipe instead of doubling it and assuming you're making the other day's recipe. Now I have a ton of butternut squash soup. It's fine - I'll just make the butternut squash mac n cheese - but it would be easier for grocery shopping if I didn't have twice as much as I need. Meal was good and simple. I love ham and cheese sandwiches.

By: Angela
Posted: Jan 28, 2021
Diet: Original
0 Helpful

It was really good. I used some suggestions from other comments and I added 1tsp garam masala, 2 tbs maple syrup and I shook in some no salt magic spice mix. My kids didn’t like it though.

By: Kia
Posted: Jan 27, 2021
Diet: Original
0 Helpful

Liked the sandwich, subbed pears with apples. Super quick- added hummus on the bread, and I skipped the butter. Butternut squash soup was a bit bland, definitely not the best I’ve made.

By: Victoria
Posted: Sep 25, 2017
Diet: Vegetarian
0 Helpful

I converted this to be made in an electric pressure cooker and didn't make the sandwiches. I added cumin and chili powder to the soup to give it a little southwestern flavor. I topped it with pumpkin seeds, bacon crumbles, sour cream, and a little hot sauce. It was pretty good.

By: Heather
Posted: Jan 28, 2017
Diet: Original
0 Helpful

I just made the grilled cheese with pears and it was delicious!

By: Bianca
Posted: Mar 28, 2015
Diet: Vegetarian
0 Helpful