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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 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

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.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!

So Easy & So Yummy

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5 from 18 votes (5 ratings without comment)

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40 Comments

  1. Blakeley Yates says:

    I love your website so much u are awesome and have amazing idea and recipes….

  2. Carrie says:

    Think it would be alright to freeze half the dough? Otherwise, I will be FORCED to eat the WHOLE batch! ๐Ÿ™‚

  3. Megan says:

    Just brought these to church and had none left to take back home. These are very good and people love the caramel bite in the middle.

    1. Lil' Luna says:

      So glad they were a hit! Hopefully the were easy to make too! Thanks for stopping by. ๐Ÿ™‚

  4. Jessica says:

    Love the Rolo recipe and want to make it for a cookie swap this weekend! Just wondering approximately how many cookies one recipe will make???

    1. Megan says:

      I made 16 from my batch, but the cookies were quite large.- not a bad thing though I liked how they turned out.

    2. Carrie says:

      I made 38-40. I used just enough dough to cover the Rolo and they were perfect… making more now!

  5. buttercream bakehouse says:

    Love your blog. Just discovered it from the contest entry. New fan and can’t wait to browse through to discover some awesome finds here.

  6. Dorothy @ Crazy for Crust says:

    Oh my gosh, these are great! I’ve been trying to come up with a chocolate rolo cookie, and this is a great recipe!

  7. cindy says:

    Can you give us a hint to which printables they are?

  8. Jourdan says:

    YUM!! We had those at a family party and I have been looking for the recipe ever since!

    Thanks for sharing!

    XO,
    Jourdan