Back to School Treat: Chocolate Chiperoos

Is it really that time already where we have to be thinking about school supplies, and schedules, and homework? And don’t forget about the hungry kids that come through the door after school every day. I’m going to venture to say 9 times out of 10 they’re not alone either. They typically have their posse with them and they’re all STARVING!

What better way to curb their appetite than a soft chocolate chip cookie sandwich with a fluffy vanilla filling. This little scrumptious delight will take the edge off their rumbly tummies until dinner and will get them out the door and off to play or up to their rooms to start on that homework they love so much… Let’s get ya started!

Back to School Treat: Chocolate Chiperoos
Prep time

Total time


Delightful chocolate chip cookie sandwiches, full of fluffy vanilla filling, that are perfect for any treat occasion!
Recipe type: Dessert, Cookies

  • 2 ¾ Cups Flour
  • ½ tsp. Salt
  • 1 tsp. Baking Soda
  • 1 tsp. Baking Powder
  • ½ tsp. Cream of Tartar
  • 1 Cup Butter (softened)
  • ½ Cup Sugar
  • 1 ½ Cups Brown Sugar
  • 2 tsp. Pure Vanilla
  • ⅛ tsp. Almond Extract
  • 2 Eggs
  • 2 ½ Cups Chocolate Chips (milk or semi-sweet)
  • Filling
  • ¼ Cup Butter Flavor Vegetable Shortening
  • ¼ Cup Butter
  • 2 tsp. Pure Vanilla
  • ¼ + tsp. Almond Extract
  • 2 Cups Powdered Sugar

  1. Preheat oven to 350 degrees. Line baking sheet with parchment paper. Set aside.
  2. In bowl, combine flour, salt, baking soda, baking powder, and cream of tartar. Set aside.
  3. In large bowl, cream together butter, sugar, and brown sugar until light and fluffy. Add in vanilla, almond, and eggs. Mix well. Add in flour combination slowly and mix well. Stir in chocolate chips, combining completely.
  4. Using a cookie scoop or two tablespoons, drop onto prepared baking sheet about two inches apart. Bake only one pan at time for approx. 8-12 minutes, using a watchful eye. Cookies are done when edges just start to lightly brown.
  5. Allow to cool on pan for a few minutes before moving to a wire rack to finish cooling.
  7. In bowl, cream together shortening and butter until fluffy. Add in vanilla and ¼ to ½ tsp.almond extracts. Mix well. Stir in powdered sugar and mix until light and fluffy.
  9. Take a plastic storage bag and spoon filling inside. Snip off corner with a scissors. Pipe filling evenly onto bottom of cookie and place another cookie on top. Repeat until filling is gone. Another option is to use a knife and spread filling evenly on bottom of cookie and place another on top, repeating the process.

Depending on how ‘full’ you like your Chiperoos, you may need to double the filling recipe. I was able to make about 12 sandwiches using only a single batch of filling (but I do like mine pretty full!).

The chocolate chip cookies alone are pretty darn amazing. So feel free to make them as a snack all on their own. But the vanilla filling just adds some fun and flavor that your ‘students’ are sure to love.  Get yourself a glass of milk and start dipping :)

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17 thoughts on “Back to School Treat: Chocolate Chiperoos

    1. They really turned out so tasty! And my kids snatched them right up. The hubs too :) Thanks for stopping over!

    1. Thanks, Nicole! I crave chocolate chip cookies all the time ;) These seem to do the trick and then some!

  1. Ooh these look amazing. That filling really adds a special something!

    Found you through “Homework” :)

    Have a great one!

    Amy @ Creative Kid Snacks

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