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Cubano Chicken (Pickle, Ham and Swiss Chicken Roll Ups)

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This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!

Cubano Chicken – These pickle, ham and Swiss Chicken roll ups came to me after having a serious pickle craving!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you’d normally find in a Cuban Sandwich. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!! Bake them in the oven or make them in the air fryer!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

Some days I have ideas and I have to test them several times to get them perfect, this dish was a winner from the first round! So much flavor in the chicken, you def need to try this!! Brining chicken in pickle juice gives you the most flavorful, juicy meat as you may have tried in these Pickle-Brined Chicken Tenders! If you don’t eat pork, turkey ham would work great here too.

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

Pickle Ham and Swiss Chicken Roll Ups (Cuban Chicken)

5 from 39 votes
4
Cals:280
Protein:36
Carbs:12.5
Fat:9
These pickle, ham and Swiss Chicken roll ups came to me after having a serious pickle craving!
Course: Dinner
Cuisine: American
This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!
Prep: 10 mins
Cook: 25 mins
Total: 35 mins
Yield: 4 servings
Serving Size: 1 roll up

Ingredients

  • 4 1 lb thin boneless chicken cutlets
  • 1 1/4 cups pickle juice, enough to cover chicken
  • 4 teaspoons deli mustard
  • 2 oz thin sliced reduced sodium deli ham
  • 2 oz shredded Swiss cheese
  • 1-2 dill pickles, sliced very thin lengthwise, dried on paper towel (I used a mandolin)
  • olive oil spray

For the breading:

  • 1 large egg, beaten
  • 1/3 cup seasoned wheat or gluten-free breadcrumbs*
  • 1/3 cup seasoned wheat or gluten-free panko*
  • cooking spray

Instructions

Oven Method:

  • Place chicken in a shallow bowl and cover with pickle juice (enough to cover completely). Marinate in the refrigerator 8 hours.
  • After 8 hours, drain and dry the chicken completely on paper towels; discard marinade.
  • Preheat oven to 425F. Spray a baking sheet with oil.
  • Spread 1 teaspoon of mustard over each piece of chicken. Layer the ham on top, then the Swiss cheese and pickles along the center and roll.
  • Place egg in a medium bowl. In a shallow bowl, combine the bread crumbs and panko. Dip chicken in the egg wash, then into the breadcrumb mixture and shake off excess.
  • Transfer to the prepared baking sheet and spray the top generously with oil. Bake 25 minutes, until golden outside and cooked through.

Air Fryer Method:

  • Follow steps 1-5.
  • Preheat the air fryer to 400F. Transfer to the air fryer basket in two batches until golden outside and cooked through in the center, about 12 minutes, turning half way.

Last Step:

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Notes

*only 1/4 cup of each gets used in breading, so I subtracted what got thrown out from the macros.

Nutrition

Serving: 1 roll up, Calories: 280 kcal, Carbohydrates: 12.5 g, Protein: 36 g, Fat: 9 g, Saturated Fat: 3.5 g, Cholesterol: 148 mg, Sodium: 869.5 mg, Fiber: 1 g, Sugar: 2 g

Categories:

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

This Cubano Chicken Roll Up idea came to me after having a serious pickle craving! I wanted to make a hot dish utilizing dill pickles in some way and decided to stuff a chicken breast with everything you'd normally find in a Cuban Sandwich – pickles, mustard, Swiss, and ham. But I took it a step further and brined the cutlets overnight in pickle juice for extra flavor, the results were outstanding!!!

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162 comments on “Cubano Chicken (Pickle, Ham and Swiss Chicken Roll Ups)”

  1. Avatar photo
    Lisa Hildebrand

    Well I gave them a try. Didn’t added the panko crumbs and no crackers. Sauted them in some oil and white wine so they got steamed. I also did your Cuban rice and black beans. Everything turned out very tasty. Although I think will flatten the chicken more. Thanks for a good and healthy dinner. Lisa J. H

  2. Thinking of making this for dinner. Q? I don’t have a air fryer, can it be done in a toaster oven.?? As my regular oven is broke.

  3. These are delicious! Is there a way to note in the prep time that they need to marinate for 8 hours? I had forgotten that part when I was meal planning with less than 8 hours to dinner 🙂

  4. I’m dying to make this but can someone please explain:
    “4 1 lb thin boneless chicken cutlets”
    So would it be safe to assume that it means one pound of chicken cut into 4 thin cutlets? Because four one-pound chicken cutlets would serve more than 4 people!
    Thanks

      1. Thanks, Gina 🙂
        I figured as much but wanted to be 100% certain! Making this today!

  5. Avatar photo
    Josianne Fenech

    I’ve made this sooo many times and every time honestly feels like the first time! It’s THAT good!!!!

  6. This was delicious! We’ve been trying a lot of new recipes during these crazy times and this has been our absolute favorite. Can’t wait to make it again!

  7. This recipe is delicious, I’m sure, as printed, HOWEVER I did omit the breading and its delicious like that and reduces some of that calorie and fat count.

  8. Avatar photo
    Colleen Norfolk

    Thanks for adding the air fryer tips. Made this yesterday, was delish! Paired with Cuban rice and beans. First recipe I wasn’t really thrilled with but since I’m not a big black bean lover, it makes sense. Loving my Skinny Taste air fryer though!!

  9. I absolutely LOVE these. I made them again on Sunday night and changed up a few things that made it easier so wanted to share.
    1. Used toothpicks to keep them together. Really helps keep them neat and pretty. Just be sure to tell your hubby about them before he stuffs them into his face 🙂
    2. I lined my cooking sheet with foil. Makes clean up easier and you can use less oil.
    3. I did not have any shredded Swiss cheese on hand but did have Sargento Ulta thin Swiss slices so used 1/2 of each slice on each roll up. Was yummy and did not have the shredded cheese everywhere.
    4. I used the sandwich pickle slices so no fussing around with slicing pickles.
    5. I’m lazy (can you tell???) so I asked the butcher for the thinnest chicken pieces possible and that saved more work.

    Love this dish for the 2 of us and for company too!! Thank you Gina!

    1. I brined mine for ~24 hrs and they were able to still be rolled. They were much more delicate and tender so they were tearing easily, but the flavor was great and they did ultimately hold together just fine. I just used toothpicks (several) to hold them together while they were in the air fryer! Overall, I would probably stick to a shorter brining time in the future!

  10. Avatar photo
    Maureen Caine

    Delicious!! My guys said it’s their new favorite chicken dish.
    A few tweaks: I pounded thin cut breasts, used
    deli stackers thin sliced dills, I used half Italian seasoned
     and half plain bread crumbs (no panko), I used original
    Pam not Evoo  spray, and most important, the second time
    I made it, I egg washed just one side of the breast, then put
    that side in the crumbs, then piled on the layers and rolled.
    Much easier!

  11. Avatar photo
    Nichole Goodrich

    I grocery shop and cook in 2 week increments. My kids are at their dads every other week for 6 hours on Sunday, so I use that time to grocery shop and meal prep. I use the Paprika3 App to multiply my recipes by 1.5 so we have enough leftovers for lunch.

    The 2nd week’s food always comes from the freezer. I begin thawing 2 days in advance. (Every night I go pull something else)

    With that said….

    I was thinking of marinating the chicken and then assembling the “rollups” and then freezing for the 2nd week. Do you think that would work? I wouldn’t put the bread crumbs on until I’m ready to cook them.

      1.  Curious how the freezer worked on these?  Was going to freeze with the crumbs as I am making meals for my sister as she has her new baby

  12. This is sooooooooooo good and easy!  I can’t say enough about this recipe!  It makes me want to have a dinner party because it seems so fancy! Lol!  I mixed half Dijon and half yello mustard bc i didn’t have the mustard that this recipe calls for.  I also used sargento thin sliced Swiss.  

  13. The taste was delicious I only had an issue getting the chicken to “roll up”  without falling apart . I even filed the breasts and pounded slightly. Super yummy though! Any ideas welcomed

    1. Avatar photo
      Jessica Johnson

      Kelli, I used a toothpick to h old everything together! Once thee food was done cooking I took the toothpicks out and they stayed perfectly.

  14. These are so amazing and on our regular rotation. I’ve made them a several times now and have tried brined and unbrined when we dont plan ahead and both are great. I use the thin sliced swiss from Sargento because that’s what I usually have on hand. I serve with salad that has a little chopped ham and swiss tossed in Italian dressing and black beans and yellow rice. I’m making again tonight for company coming over, Its that good!!