27 Chewy Candy Cookie Squares: A Sweet Tooth’s Dream Come True

If you love chewy, gooey, chocolatey goodness, then you’re in for a treat.

Cookie squares are already a fantastic dessert, but when you stuff them with chewy candy, they become downright irresistible.

These 27 variations of chewy candy cookie squares will take your baking game to the next level.

Whether you’re a casual baker or a dessert fanatic, these ideas will give you tons of inspiration to make the ultimate chewy, decadent, candy-packed bars.

1. Classic Chewy Chocolate Chip Cookie Squares

Let’s start with the basics: a soft, buttery cookie square loaded with melty chocolate chips.

The secret to chewiness? Brown sugar and an extra egg yolk. These ingredients keep the squares soft and slightly underbaked in the middle.

Pro Tip: Use dark brown sugar for extra moisture and a deeper caramel-like flavor.

2. Caramel-Stuffed Cookie Squares

Imagine biting into a buttery cookie bar and hitting a pocket of gooey caramel. It’s the perfect balance of chewy and gooey.

Soft caramels like Werther’s or Kraft caramels work best—just press them into the dough before baking.

Anecdote: The first time I made these, my friend called them “the best mistake of my life” because he ate five in one sitting.

3. Peanut Butter Cup Cookie Squares

If you love the combo of chocolate and peanut butter, these bars are a dream.

Mini Reese’s Cups melt slightly into the cookie base, giving every bite a salty-sweet punch.

Insider Tip: Add a swirl of peanut butter on top before baking for an extra-rich flavor.

4. S’mores Cookie Squares

Bring the campfire indoors with these gooey s’mores cookie bars.

A graham cracker crust, melty chocolate chunks, and pockets of marshmallow make these next-level delicious.

Stat: 50% of Americans say s’mores remind them of childhood, making this one a nostalgic favorite!

5. Twix Cookie Squares

A buttery shortbread base, gooey caramel layer, and melted chocolate on top—these bars are a homemade version of the iconic Twix bar.

The best part? They stay chewy for days.

Pro Tip: If you like a bit of crunch, add crushed Twix bars to the cookie dough before baking.

6. M&M Cookie Squares

Colorful, crunchy, and chewy in the middle, these bars are always a crowd-pleaser.

The candy shells give a subtle crunch while the inside stays soft.

Quick Fact: M&Ms were created in 1941, and they still dominate the candy market today!

7. Brownie-Cookie Hybrid Squares

Brownies or cookies? Why not both? These half-cookie, half-brownie bars are the ultimate chewy-meets-fudgy dessert.

Anecdote: I once brought these to a party, and they disappeared in under 10 minutes. Lesson learned: make a double batch.

8. Snickers-Stuffed Cookie Squares

Chopped Snickers bars melt into caramel-chocolate-nutty heaven inside these soft cookie bars. Every bite is a mix of chewy, crunchy, and gooey.

Pro Tip: Slightly freeze the Snickers before adding them to the dough. This prevents them from melting too fast.

9. Butterscotch Bliss Cookie Squares

If you love rich, buttery flavors, try adding butterscotch chips to your cookie bars.

They melt into caramelized pockets of sweetness that make these squares extra addictive.

Fun Fact: Butterscotch dates back to the 1800s and was originally considered a medicinal treat!

10. Kit Kat Crunch Cookie Squares

Kit Kats add a crispy, wafer-like crunch inside these soft, chewy bars. The mix of textures is unbeatable.

Quick Tip: Chop the Kit Kats into large chunks so you get bigger bites of crunch.

11. Almond Joy Cookie Squares

Coconut, chocolate, and almonds—these bars taste just like Almond Joy candy bars but with a chewier cookie texture.

Pro Tip: Toast the coconut first for extra flavor.

12. Rolo-Stuffed Cookie Squares

Rolos are a dream for caramel lovers—they melt into chewy, caramel-filled pockets inside soft cookie bars. The contrast of textures is unreal.

13. Butterfinger Crunch Cookie Squares

Chopped Butterfingers give these bars a crunchy, peanut-buttery texture that perfectly complements the chewy cookie base.

Quick Stat: Butterfingers were created in 1923 and remain one of the top 10 best-selling candy bars in the U.S.

14. Milky Way Magic Cookie Squares

Milky Way bars have that perfect blend of caramel and nougat, making these cookie squares extra soft and gooey.

Pro Tip: Use mini Milky Way bars so they distribute evenly throughout the dough.

15. White Chocolate Macadamia Cookie Squares

Sweet white chocolate and buttery, crunchy macadamia nuts make for a sophisticated yet ultra-chewy cookie square.

16. Jelly-Filled PB Cookie Squares

Love PB&J? These bars have peanut butter cookie dough with swirls of fruity jam for a nostalgic and chewy treat.

17. Heath Bar Toffee Cookie Squares

Chopped Heath bars melt into the cookie dough, creating a caramelized, crunchy texture inside a soft bar.

Fun Fact: Toffee dates back to the early 19th century and was originally made as a way to preserve butter.

18. Carrot Cake Cookie Squares

Take a classic carrot cake and turn it into a chewy cookie square. Add white chocolate chips and a drizzle of cream cheese frosting for the perfect finish.

19. Double Chocolate Truffle Cookie Squares

If you love chocolate, these bars are for you. They taste like a mix between a cookie and a chocolate truffle.

Pro Tip: Use dark chocolate chips for a richer flavor.

20. Chocolate Mint Cookie Squares

Add Andes mints or chopped peppermint patties for a refreshing twist on chewy cookie bars.

Fun Fact: Chocolate and mint became a famous combo in the 1940s with the rise of York Peppermint Patties.

21. Rice Krispie Crunch Cookie Squares

For extra chewiness and a slight crunch, mix in some Rice Krispies. The result? A crispy-chewy masterpiece.

22. Oatmeal Scotcheroo Cookie Squares

Oatmeal cookies meet butterscotch and peanut butter for a bar that’s chewy, nutty, and sweet.

23. Maple Pecan Cookie Squares

If you love fall flavors, these bars are a must-try. Maple syrup and chopped pecans add depth and crunch.

24. Espresso Chocolate Chip Cookie Squares

A little espresso powder enhances the chocolate flavor, making these deeply rich and chewy.

Quick Stat: Coffee consumption increases 20% during the colder months, so these bars are perfect for fall and winter.

25. Cherry Garcia Cookie Squares

Inspired by Ben & Jerry’s iconic ice cream, these bars combine cherries, chocolate chunks, and almond extract for a unique and chewy dessert.

26. Raspberry White Chocolate Cookie Squares

Swirls of raspberry jam and chunks of creamy white chocolate make these bars fruity, rich, and ultra-chewy.

27. Trail Mix Cookie Squares

A mix of nuts, dried fruit, and chocolate chips makes these bars feel almost healthy—almost.

There you have it—27 chewy candy cookie square ideas to satisfy every craving. Which one will you bake first?

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