Giant Oreo Stuffed Chocolate Cookies

Featured in Irresistible Desserts.

Oversized cookies combining chocolate chips and Oreos. Requires 40 minutes chilling time. Makes 17 large, chewy cookies.
Casey
Updated on Wed, 22 Jan 2025 15:54:03 GMT
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After countless late-night baking sessions trying to perfect these cookies, I finally cracked the code to creating bakery-style Oreo chocolate chip cookies at home. These aren't your ordinary cookies - they're big, bold, and loaded with three different layers of Oreo goodness. The centers stay perfectly gooey while the edges get that irresistible crispy crunch.

After making these for countless bake sales and family gatherings, I've had people literally beg for the recipe. My kids have officially named these "Mom's Famous Cookies," and honestly? That might be my proudest moment.

Essential Ingredients

  • Butter - Room temperature is crucial here. I've learned the hard way that cold butter won't cream properly
  • Oreos - Regular, not Double Stuf! I tried Double Stuf once and the extra cream threw off the whole texture
  • Brown Sugar - I use more brown than white sugar for that perfect chewy texture
  • Egg + Yolk - Trust me on the extra yolk. It took me dozens of tests to figure out this ratio
  • Chocolate Chips - Spring for the good ones. These cookies deserve it
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Getting That Perfect Cookie: Step by Step

1.
First, let's talk about your butter and eggs. Pull them out of the fridge at least 2 hours before you start. I used to try shortcuts with warm water baths or microwaving, but nothing beats the natural process. Room temperature ingredients create that perfect, chewy texture we're after
2.
Now for the Oreo magic. Here's where I got creative - we're using them three ways:
* Fine crumbs blended into the dough (like a secret flavor bomb)
* Bigger chunks mixed through (for those perfect Oreo bites)
* Extra pieces pressed on top (because we eat with our eyes first!)
3.
When you're mixing the dough, don't rush the butter and sugar step. Let them get really light and fluffy - I'm talking 3-4 minutes. I usually use this time to prep my Oreo crumbs

The Secret to Success

* That chilling time isn't optional! I know it's torture waiting, but trust me
* While your first batch bakes, keep the rest of the dough balls in the fridge
* Don't overbake - they should look slightly underdone in the center

My Biggest Discoveries

After making these hundreds of times, I've learned:
* Weighing each cookie (3.5 oz) gives you that perfect bakery look
* Pulsing some Oreos fine and leaving others chunky creates the best texture
* The dough might seem dry at first - resist adding extra liquid!

The Cookie Baker's Secrets

After countless batches (and many taste-testers), here are my favorite variations and tips:

Perfect Pairings and Variations

* Try using mint Oreos during the holidays - they're incredible
* Golden Oreos create a totally different but equally amazing cookie
* Sometimes I add a handful of white chocolate chips for extra indulgence

Storage Secrets

Let me tell you about the time I tried to store these in plastic bags - big mistake! Here's what actually works:
* Keep them in an airtight container at room temperature
* Layer them with parchment paper to prevent sticking
* They'll stay soft for 3-4 days (if they last that long!)

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Troubleshooting Tips

Even experienced bakers hit snags sometimes. Here's how to fix common issues:
* Cookies spreading too much? Your dough wasn't cold enough
* Too cakey? You might have overbeaten the eggs
* Not enough Oreo flavor? Make sure you're using enough of the fine crumbs

Make-Ahead Magic

For fresh-baked cookies anytime:
* Scoop dough balls after the initial chill
* Freeze them solid on a baking sheet
* Transfer to a freezer bag - they'll keep for up to 3 months
* Bake straight from frozen, just add 1-2 minutes to the time

Temperature Tricks

* That 2-hour room temperature rule for butter is crucial. Too soft (melty) butter makes flat cookies, too cold won't cream properly. It should dent slightly when you press it
* While your butter's coming to temp, crack your eggs into a small bowl. Cold eggs can make your creamed butter seize up
* I've found my kitchen temperature affects baking time - in summer, I often need to chill the dough an extra 15 minutes

Rolling and Scooping Secrets

* For that perfect 3.5 oz scoop, I've discovered a neat trick: use your cookie scoop twice, press them together, and roll
* Slightly wet hands prevent the dough from sticking when you're rolling
* Don't flatten the dough balls - they'll spread perfectly on their own

Oreo Insights

* For the fine crumbs, 12 Oreos pulsed for about 30 seconds is perfect
* For chunks, pulse another 8 Oreos just 3-4 times - you want visible pieces
* Save about 6 Oreos for topping the cookies while they're hot

Baking Perfection

* Position your oven rack in the middle - too high or low affects browning
* Six cookies per sheet is ideal - they need room to spread
* They're done when the edges are set but the middle looks slightly underbaked

Final Thoughts

These cookies have become my signature bring-along for every gathering. There's something so satisfying about watching people's faces light up when they bite into that perfect combination of cookie and Oreo. My neighbor's kid actually asked for these instead of a birthday cake last year!

Remember, the beauty of these cookies isn't just in how they taste - it's in the memories you make while baking them. Don't stress if they're not perfectly uniform; each batch has its own personality, and that's what makes them special.

Chewy Oreo Chocolate Cookies

Giant, chewy cookies loaded with Oreo pieces, crumbs and chocolate chips. Perfect blend of two classic cookies in one.

Prep Time
15 Minutes
Cook Time
14 Minutes
Total Time
29 Minutes
By: Casey


Difficulty: Intermediate

Cuisine: American

Yield: 17 Servings (17 large cookies)

Dietary: Vegetarian

Ingredients

→ Cookie Base

01 2 ¾ cup All-purpose flour
02 1 teaspoon Baking soda
03 1 teaspoon Salt
04 1 cup Unsalted butter, room temperature
05 1 cup Brown sugar, packed
06 ½ cup White granulated sugar
07 1 teaspoon Pure vanilla extract
08 1 Large egg, room temperature
09 1 Egg yolk, room temperature

→ Mix-ins

10 1 ½ cups Semi-sweet chocolate chips
11 ½ cup Oreo crumbs (5 cookies blended)
12 ¾ cup Oreo pieces (6 cookies broken)

Instructions

Step 01

Mix flour, baking soda, and salt in a bowl. Blend 5 Oreos into fine crumbs and measure ½ cup. Pulse 6 Oreos into pieces.

Step 02

Beat butter and sugars until light and fluffy. Add vanilla, egg, and egg yolk, mixing until combined.

Step 03

Slowly add dry ingredients. Mix in chocolate chips, Oreo crumbs, and pieces. Chill for 40 minutes.

Step 04

Preheat to 350°F. Scoop 3oz dough balls. Place 6 per sheet. Freeze until oven preheats. Refrigerate remaining dough.

Step 05

Bake 13-15 minutes until edges are golden and middle is slightly underdone. Let rest 4 minutes on pan.

Step 06

Shape with biscuit cutter if needed. Top with extra Oreo pieces, chips, and crumbs. Cool on rack.

Notes

  1. Spoon and level flour for accurate measurement
  2. Add 2 tablespoons flour for high altitude
  3. Small batch version available in notes

Tools You'll Need

  • Stand mixer or hand mixer
  • Blender
  • Cookie sheets
  • 3oz cookie scoop
  • Biscuit cutter

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Dairy (contains butter)
  • Eggs
  • Gluten (flour and Oreos)

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 337
  • Total Fat: 17 g
  • Total Carbohydrate: 42 g
  • Protein: 3 g