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Ooey Gooey Chocolate Rolo Cookies are soft and indulgent, filled with a caramel Rolo center! They are quick, easy, & Chocolatey!

These gooey rolo cookies are so good you’ll want to save and bookmark this recipe for later! They are quick and easy like our Lemon Cake Mix Cookies and Cake Mix Cookie Bars!

Stack of Rolo cookies on a white plate

Gooey + CHOCOLATE-Y

One of our favorite family cookies is our Ooey Gooey Butter Cookies. They are so delish and easy to make!

I decided I wanted to do a chocolate version and to mix things up I decided to add a Rolo to the middle because who doesn’t love ROLOS?! The added cream cheese adds a new level of ooey gooey goodness and creaminess.

The end result was amazing!! I made them for a family function a few months back and they were a hit. I call them: Gooey Chocolate Rolo Cookies!!

Chocolate dough in a mixing bowl

Rolo cookies with cake mix

PREP. Preheat oven to 350.

BATTER. Beat butter, vanilla, egg and cream cheese until fluffy. Mix in cake mix. Chill for 30 minutes.

ROLOS. Grab a Rolo and insert into rolled cookie dough making sure it is covered. Place in a bowl of powdered sugar and placed on greased cookie sheet.

BAKE. Bake for 10-12 minutes. Add sifted powdered sugar on top if desired.

The best technique for inserting the Rolo into the dough is to make sure that its right in the middle of the cookie is to 1st roll the dough into a ball and smash it flat with your hand. Place the Rolo in the middle and the bring the remaining dough together around the Rolo.

Chocolate cookie dough with a Rolo on top

Tips & Variations

  • Caramel: If Rolos arenโ€™t your favorite you can get a pack of caramels from the candy aisle and use those instead. Just make sure that whatever size caramel you use that your cookie dough ball completely covers it.
  • Chill: When you chill cookie dough it solidifies the fat so that the cookies donโ€™t spread out as much in the oven and the fatty goodness stays right where it should instead of cooking right out of the cookie.
  • Gooey: It is a gooey cookie because the added cream cheese adds a new level of ooey gooey goodness and creaminess.
Chocolate cookie dough with rolo in the center

Storing Info

STORE ooey gooey chocolate rolo cookies at room temp, tightly covered for 3-5 days. After this time period the cookies will most likely become hard.

FREEZE in an airtight container for 1-2 weeks, thaw before enjoying!

Stack of chocolate Rolo cookies on a white plate

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5 from 18 votes

Gooey Rolo Cookies Recipe

By: Lil’ Luna
Ooey Gooey Chocolate Rolo Cookies are soft and indulgent, filled with a caramel Rolo center! They are quick, easy, & Chocolatey!
Servings: 36
Prep: 5 minutes
Cook: 10 minutes
Chill: 30 minutes
Total: 45 minutes

Ingredients 

Instructions 

  • Preheat oven to 350.
  • Beat butter, vanilla, egg and cream cheese until fluffy. Mix in cake mix.
  • Chill for 1 hour.
  • Scoop dough with cookie scoop into a bowl of powdered sugar.ย  Roll around and then flatten dough, place a Rolo in the middle and fold the dough around the Rolo.
  • Place cookie dough on a parchment paper lined baking sheet and bake for 10-12 minutes.
  • Dust powdered sugar over baked cookies, if desired. Let cool.

Nutrition

Serving: 24g, Calories: 98kcal, Carbohydrates: 9g, Protein: 1g, Fat: 7g, Saturated Fat: 3g, Trans Fat: 1g, Cholesterol: 18mg, Sodium: 143mg, Potassium: 51mg, Fiber: 1g, Sugar: 5g, Vitamin A: 170IU, Calcium: 26mg, Iron: 1mg

Nutrition information is automatically calculated, so should only be used as an approximation.

About Kristyn

My name is Kristyn and Iโ€™m the mom of SIX stinkinโ€™ cute kids and the wife to my smokinโ€™ hot hubby, Lo. My momโ€™s maiden name is Luna, and Iโ€™m one of the many crafty โ€œLilโ€™ Lunasโ€ in the fam. On this site I like to share all things creative - from recipes to home decor to gifts and home decor ideas. Welcome!

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5 from 18 votes (5 ratings without comment)

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40 Comments

  1. Heather says:

    5 stars
    These cookies are so good!!!

  2. Allison says:

    5 stars
    I made these cookies because they sounded great, but I’d never actually had an ooey gooey cookie before. My husband took them to work and his co-workers are demanding more, they say they are the best cookies they’ve ever had! Thanks for sharing such a delicious recipe!

    1. Kristyn Merkley says:

      You are so welcome! I am glad to hear that!! Thank you for sharing ๐Ÿ™‚

  3. Julie Smith says:

    5 stars
    I made these for our holiday cookie bake off at work and won the prize for most creative!! They were amazing!

    1. Kristyn Merkley says:

      Woohoo!! Glad you won! Thank you for sharing that!

  4. FrAn says:

    Hello Kristyn, thanks for your recipes. Could you please tell me if your okey.googey cookies are a wet cookie, I would love a crisp cookie I could make w/ a boxed cake mix. Appreciate any input. Rr

    1. Kristyn Merkley says:

      They are not a wet cookie. Just gooey ๐Ÿ™‚ Thank you for checking my recipes out ๐Ÿ™‚

  5. Kathy Hall says:

    Thanks for the delicious recipes

    1. Kristyn Merkley says:

      You are so welcome!! Thank you for stopping by!

  6. Brenda says:

    5 stars
    Just made the yellow cake cookies. Delicious! And so easy. Will be trying them in many different flavors and those chocolate Rolo ones looks delicious. Thank you for this yummy treat!

    1. Lil' Luna says:

      You are welcome! I’m so glad you liked them, Brenda!! I have made this cookie in so many cake mixes and they are all so delicious. ๐Ÿ˜‰ Have a great week!

      1. Skyla Squiers says:

        Sooooooooooooooooooooo good! I made them and they are the best thing I had ever made!

  7. Norma says:

    Did you use the full size Rolo’s or the minis? These sound totally delicious

    1. Lil' Luna says:

      I used Regular Rolos but minis would work as well. ๐Ÿ˜‰

  8. Mary says:

    I made these over the weekend and they were soooooooooooo good

    1. Lil' Luna says:

      So glad you liked them, Mary. Thank you for stopping by! ๐Ÿ˜€