Raspberry Chipotle Bacon Grilled Cheese

I’m patenting a new line of therapy guaranteed to relive stress and promote mental well-being. It’s called The Raspberry Chipotle Bacon Grilled Cheese Diet. You heard it here first. Next stop: Oprah.

Raspberry Chipotle Bacon Grilled Cheese

Since starting a food blog, I’ve learned that every ingredient, recipe category, and Little Debbie snack cake has its own “holiday,” at least according to this list. Honestly, unless it’s a day when I’m a) freakishly organized, b) feeling kitschy, and c) totally obsessed with whatever food is “on holiday,” I tend to miss most of these events. I’m just not enough of a planner.

Lima Bean Respect Day? Sorry, no. Chocolate-Covered Cashew Truffle Day? Too specific. National Chocolate Chip Cookie Day? See you there.

Grilled cheese is an exception. For one, we eat it all the time, holiday or no. For two. grilled cheese has been deemed worthy of its own month. For three, I’m in need of some serious grilled cheese therapy right now, so the timing is perfect.

Raspberry Chipotle Bacon Grilled Cheese // Well-Plated

Raspberry Chipotle Bacon Grilled Cheese Sandwich. Sweet and smoky!

As I mentioned on Friday, Ben and I have started the hunt for our first home, and I am so grateful for all of your encouragement and advice. After 48 hours spent looking at houses and condos, an entire month’s worth of cell phone minutes burned talking with different lenders, and a tear-filled breakdown in a Panera parking lot over the fact that we are “getting old,” I can officially say I’m overwhelmed.

To be honest, “overwhelmed” is a pretty accurate way to describe my general mood as of late. Like many of you, the to-do list I write is too long and the hours I sleep are too short. I have 15 tabs open on my computer at once, because I am trying to do all of them well and simultaneously. When this happens, I tend to do them all poorly and halfway.

Raspberry Chipotle Bacon Grilled Cheese is my way of slowing down, of taking a breather, and of reminding myself that—even if I can’t multitask, define escrow (despite having six different lenders explain it to me), and have mental breakdowns outside of Panera—I can make one killer grilled cheese sandwich. A few weeks ago, I was smitten by Marnely’s blackberry balsamic grilled cheese, and I knew I had to try my own twist.

Madison Sourdough

Raspberry Chipotle Bacon Grilled Cheese is a fruity-gooey-smoky-bacony creation that begins and ends with excellent bread. One of my favorite splurges is an early morning trip to Madison Sourdough for an almond croissant and a loaf of their incredible whole wheat sourdough bread. No matter how stressed out I am, taking 10 minutes to stop in makes me feel better about my day and reminds me that there are things in life worth pausing to respect.

The bread is the first and last thing you taste when biting into a grilled cheese sandwich. Choose something that’s thick, hearty, and full of flavor. You deserve it. Also, we are going to stuff that bread with a serious amount of gooey goodness, and we need a bread that’s built for the task.

Raspberry Chipotle Bacon Grilled Cheese - Hearty Bread

Next, the grilled sandwich’s namesake: cheese. I love sharp white cheddar. It has stellar flavor, melts beautifully, and pairs well with the bacon and berries.

Raspberry Chipotle Bacon Grilled Cheese-Ready to Build

Now, the raspberry chipotle filling. We lightly mash tart raspberries with a bit of jam and smoky chipotle powder. It’s sweet, spicy, and sultry. Bring in the salty, crunchy bacon, and we have everything a grilled cheese sandwich could and should aspire to be in life.

Raspberry Chipotle Bacon Grilled Cheese-Spreading the Jam

Finally, grill low and slow. The cheddar will bubble out the sides and become brown and crispy on the skillet. Pick that toasty bit off and pop into your mouth when no one’s looking. Cook’s privilege!

Though life right now is moving a bit too quickly for my liking, the word escrow eludes me, and 3/4 of my to-do list is unchecked, I can cope, thanks to Raspberry Chipotle Bacon Grilled Cheese. It’s sweet, smoky flavor, ooey-gooey cheese, and thick, toasty bread demand that I pause to appreciate their perfection.

Raspberry Chipotle Bacon Grilled Cheese Recipe

Also, I am weirdly and thoroughly comforted by the idea that, no matter how old I feel, I’ll never grow out of grilled cheese. Raspberry Chipotle Bacon Grilled Cheese therapy is a success. Oprah, feel free to call any time.

Raspberry Chipotle Bacon Grilled Cheese

An ultra gooey grilled cheese sandwich recipe with sweet raspberries, smoky chipotle, and crispy bacon. Easy and incredibly delicious.

Yield: 2 sandwiches

Prep Time: 10 minutes

Cook Time: 20 minutes

Total Time: 30 minutes

Ingredients:

  • 4 slices thick cut bacon
  • 6 ounces fresh raspberries
  • 2 tablespoons raspberry or strawberry jam
  • 1/4 teaspoon dried chipotle pepper
  • 2 tablespoons unsalted butter, softened
  • 4 slices thickly cut, hearty bread (I used a multigrain sourdough)
  • 6 ounces white cheddar cheese, sliced

Directions:

  1. Prepare the bacon: Place rack in center of oven and preheat to 400 degrees F. Line a large rimmed baking sheet with foil. Arrange bacon slices in a single layer on a flat ovenproof rack, then set the rack atop the prepared baking sheet. Bake bacon for 10-15 minutes, until crispy. Once cooked, set bacon between two paper towels and pat dry. Cut each slice in half and set aside.
  2. Preheat a cast-iron skillet to medium low. Melt 1 tablespoon of butter in the skillet. In a small bowl, gently smash and stir the raspberries, jam, and chipotle together with the back of a spoon. The mixture should remain fairly chunky.
  3. Assemble the sandwiches: For each sandwich, layer one slice of bread with a quarter of the cheddar, a quarter of the berries, four half-slices of bacon (2 full slices), an additional quarter of the berries, then one additional quarter of the cheese. Carefully set the loaded bread slice down in the buttered skillet. Place the remaining bread slice on top of the stack, then with remaining butter. Cook slowly until the bread is golden and the cheese hot and melted, flipping once, about 4 to 5 minutes per side. (I find it helps to place a lid or another heavy skillet directly over the pan.) Repeat with second sandwich. Slice and serve immediately.

Happy National Grilled Cheese Month! Party with:

You can also watch me make this gooey grilled cheese on live TV here. No judgement please. It was early.

About Erin Clarke

I'm fearlessly dedicated to making healthy food taste incredible. Wearer of plaid, lover of bourbon, and firmly convinced that sweets and veggies both deserve a place at the table. MORE ABOUT ERIN...

34 comments

  1. So funny I just wrote about the food holiday list…I LOVE IT.
    Except not as much as I love this Grilled Cheese. (segue FTW!)
    I just tried to make a grilled cheese with raspberries last weekend! But…it failed.
    I like yours better. Pinned!

  2. I’m seriously in love with this stunning sandwich!! YUM!!

  3. I love the sweet and salty flavors here!

  4. I want to go there on my visit, mmmk?! I love all the bread!

  5. Oh Erin, I remember the craziness of house buying. I actually loved looking at houses, but all that financial talk was depressing. Be encouraged though, I still don’t understand escrow and I’ve owned a house for three years! So it’s totally not a requirement. :) I am loving all this sweet spicy savory action in this grilled cheese. I’ve burned a finger more than once picking off the crispy cheesy bits!

  6. The sandwich is totally blowing my mind! Well done, friend :)

  7. This is why I heart you! Best sandwich ever!

  8. Erin, what an amazing combination! Can’t wait to try! I’m sure I’m not the first person to say, “When will you have your own TV show?” You write so descriptively, I can just visualize you hopping around the kitchen, tottering on chairs, trying to get the right light, with Ben waiting patiently to get his first morsel. I can envision a Reality Cooking Show!

  9. Oh, Erin, I am so glad I’m not alone in having parking lot break downs :) And this sandwich totally and completely qualifies as therapy for the overwhelmed. So much so, that it needs to get in my skillet immediately. If any food deserves an entire month to celebrate, it is grilled cheese.

  10. OMG, Erin! This has “Kurt Krueger” written all over it!!!! YUM-O!!!

  11. This grilled cheese reminds me of one our favorite dips from my college town – Raspberry Black Bean Dip – its smoky, sweet, savory and delish! Much like this. Definitely making soon!

  12. I always miss out on those food holidays…some food blogger I am. ;) Lovin where you took this grilled cheese sandwich! Mmm :)

  13. Hello!

    I laughed out loud when I saw this recipe.

    You managed to combine my 2 fav’s…raspberries and bacon.

    I would have never paired that combo though. Amazed! Must try this!!

    Thanks for the recipe.

  14. This is like the best grilled cheese ever! I want to dive right in and grab it!

  15. I’ll never outgrow grilled cheese too! Especially the ones with bacon ;)

  16. So good! Love this recipe- probably the best grilled cheese ever!

  17. You have summed up almost perfectly how I’ve been feeling lately, too! Time for a grilled cheese sandwich!

  18. Oh my goodness this grilled cheese just may be the most triumphant, amazing grilled cheese I’ve ever seen. It’s got pretty much everything I could every want in a sandwich.

    And I totally feel ya on the house hunting. It’s super stressful. Asheley and I thought we found “our home” twice now, only to be heartbroken…. ugh, it’ll all be worth it in the end though!

  19. I hear ya on the never-ending to-do list… I’m always trying to do way too much at once lately and it’s just plain hard. And I’m not even house-hunting! Hang in there!

    And this grilled cheese sounds amazing. That is all : )

  20. Aaw, hang in there Erin, house hunting can definitely seem overwhelming and hopefully you will find the house you love and it will be all worth it in the end. This grilled cheese sandwich looks and sounds phenomenal though and perfect therapy for those house hunting woes:)

  21. The house buying process is so stressful and overwhelming, but trust me, it will all fall into place and you will find the perfect house and if you are anything like my husband you will swear that you are going to live in that house forever so that you never have to go through the process again! In the meantime, this grilled cheese looks like the perfect stress reliever :) I love the combo of raspberries and bacon!

    • Thank you so much for the encouraging words! And I think we have already ruled out a double move for exactly the reasons you mentioned. Stay to pay off the mortgage or bust!

  22. consuelohoneyandfigs Reply

    This grilled cheese must be what sweet/salty/spicy dreams (aka the best kind duuuh) must taste of… seriously dying over this. I so need to go on this raspberry grille cheese diet!
    Also, good luck with the house hunt. I’m sure everything will go fine! xx

  23. Hi Erin, I tried to watch the video but it kept cutting out not sure what was wrong, but anyway good for you!!!! being on the news and everything. And this sandwich looks delicious, love the salty and sweet flavor going on.

    • Cheri, I am sorry it didn’t load for you! I know that the website can be a bit slow at times. Thanks so much for your kind words about the recipe. I love sweet and salty things together too!

  24. wow this looks so good! LOVE all of the flavors, and since I grew up in the Pacific Northwest with the best raspberries growing right in my yard, I just dream of them. (raspberries don’t grow so well in Hawaii, but who am I to complain, right?) I def. want to try this sandwich!

    Also–I always mean to tell you– that somehow I feel connected to you every time I read your blog name b/c I used to be a “medical student’s wife” which obviously is different, but somehow I feel connected to any woman who goes through that kind of insanity. (My dad and brother are both lawyers, so maybe that, too?) Anyways, I love how you have taken what could be a miserable time and turned it into a lovely blog!
    Hang in there, we all know about the overwhelming times, and you will come out of it, I am certain! :) (I’m kind of always in an overwhelmed season, haha.)
    Aloha, Monica

    • Monica, so much for sharing this, because now I feel more connected to you too! Getting to know more about my readers is one of my favorite parts about food blogging :-) Thanks so much for your words of encouragement too. Also, are you looking for any additional roommates in Hawaii? LOL. I’ll bring plenty of raspberries and we can make grilled cheese!

  25. Erin, I completely hear you on the ‘too long to-do list’ front. I’m tackling renting our apartment, painting it, packing boxes, fixing bathrooms, etc. etc. etc. as we prepare to move back to the UK in a few weeks … oh, and blogging, which we all know is like a whole other ‘to-do’ list in itself.
    Keep on in there … and definitely eat more of these grilled cheese sandwiches! It’s DREAMY! I love fruit chutneys with grilled cheese, so I’m sure I’d love it.

  26. What a great idea! Chipotle and raspberry combined in a sandwich.

  27. Ok, this sandwich looks seriously amazing, I can totally see it being on Oprah…I’ll be one of those people that says ‘I totally knew about it before it was popular’ lol. Now on to that absolutely HILARIOUS list of food holidays, as a food blogger, it makes me laugh…and then feel totally behind. Am I missing something? SHOULD I be celebrating Lima Bean Respect Day? LOL

  28. I honestly would NEVER have thought of adding raspberries to chipotle chillies, bacon and cheddar. But now I’ve read through this post, I definitely understand how it would’ve worked brilliantly. You really are a fountain of cheesy deliciousness Erin. Wait, that sounds weird. A fountain of cheesy inspiration? Okay, maybe I’ll just stop now… and run to the kitchen to make this grilled cheese. Yum.

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