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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!

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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 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 19 votes

Gooey Rolo Cookies Recipe

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 

  • 1 box Chocolate Cake Mix
  • 1/2 cup butter
  • 1 tsp vanilla extract
  • 8 oz cream cheese
  • 1 egg
  • powdered sugar
  • Rolos

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

Kristyn Merkley is a published cookbook author, wife, mom of six, and major food enthusiast! For the past 15 years, she has been sharing foolproof, family-friendly recipes—each one tested in her kitchen—that anyone can master. As a seasoned recipe creator, she loves making cooking simple, stress-free, and totally doable for everyone!

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5 from 19 votes (5 ratings without comment)

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Recipe Rating




42 Comments

  1. Shana Festa says:

    5 stars
    This recipe was a huge hit with both my husband and 4 year-old. Thanks for sharing!

    1. Lil'Luna Team says:

      Yay!! Love that! Thank you so much!

  2. Jodi says:

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

  3. Kathy says:

    5 stars
    Make them, you must!🥰

  4. Amy L Huntley says:

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

  5. 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!

  6. Amberly Wilding says:

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

  7. 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!!

  8. Olivia says:

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

  9. Kristi says:

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

  10. Jen g says:

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

  11. Heather says:

    5 stars
    These cookies are so good!!!

  12. 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 🙂

  13. 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!

  14. 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 🙂 Thank you for checking my recipes out 🙂

  15. Kathy Hall says:

    Thanks for the delicious recipes

    1. Kristyn Merkley says:

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

  16. 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. 😉 Have a great week!

      1. Skyla Squiers says:

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

  17. 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. 😉

  18. 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! 😀

  19. Blakeley Yates says:

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

  20. Carrie says:

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

  21. 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. 🙂

  22. 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!

  23. 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.

  24. 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!

  25. cindy says:

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

  26. 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