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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
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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 aren’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 don’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

For some Candy Bar Treats check out:

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.  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 I’m the mom of SIX stinkin’ cute kids and the wife to my smokin’ hot hubby, Lo. My mom’s maiden name is Luna, and I’m one of the many crafty “Lil’ Lunas” 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. Jodi says:

    5 stars
    Thank you Lil’ Luna for all you do to make our holidays yummy! Love this recipe.

  2. Kathy says:

    5 stars
    Make them, you must!🥰

  3. Amy L Huntley says:

    5 stars
    These really are so gooey and delicious! They are the perfect combo!

  4. Allyssa says:

    5 stars
    This recipe is so easy to make and super flavorful! It tasted so delicious! Will surely have this again! Thank you so much for sharing this amazing gooey rolo cookies recipe! Highly recommended!

  5. Amberly Wilding says:

    5 stars
    These are the most delicious cookie recipe ever. The rolo in the center is perfection!

  6. Joy says:

    5 stars
    There is nothing better than biting into a warm cookie & biting into a rolo at the same time!! Super gooey & chocolatey!!

  7. Olivia says:

    5 stars
    We love rolls. They even taste better in the the middle of a chocolate cookie.

  8. Kristi says:

    5 stars
    Can’t be easier to make a fancier cookie. Such an easy way to add a center to a cookie.

  9. Jen g says:

    5 stars
    Yes please! One of my favorite candies in a cookie. Yum!