The Most Delicious Oreo Pudding Cookies

January 25, 2023

These delicious Oreo pudding cookies are a chocolate cookie base topped with a cream cheese vanilla pudding and sprinkled with crushed Oreos. UM YUM!

Did you ever eat dirt pudding as a kid? (Or if you’re anything like me, you’re still eating it as an adult. Shhhh. I won’t tell if you don’t.) You know, the dessert that sounds disgusting but it soooooo good? Well, my Oreo pudding cookies will take you right back to those dirt pudding eating days.

I love trying to take my favorite desserts and turning them into cookie form. Since dirt pudding is a fan favorite in our family, (and has been since I was like ten) I couldn’t pass up the challenge to turn it into a cookie. I don’t toot my own horn very often, but I’m just saying these Oreo pudding cookies give that old fashioned dirt pudding a run for it’s money. TOOT TOOT! No worries though, I think my heart (and belly) has room for both Oreo pudding desserts.

The other day we had one cookie left. I kid you not, I watched Nick, my husband, grab the cookie and slowly crouch down to hide behind the kitchen counters and eat it. Why you ask? He knew if our two year old daughter spotted him, he’d have to share. And I guess that day sharing wasn’t an option. Y’ALL! These cookies are so good you have to hide from your kids while eating them so you don’t have to share! LOL

This post breaks down how to make Oreo pudding cookies.

Are you drooling yet? Chocolate cookie, vanilla cream cheese pudding, AND Oreo crumbs. SIGN ME UP! I’ll take one…every day…for the rest of my life. Seriously, this is what cookie dreams are made of.

INGREDIENTS FOR THE MOST DELICIOUS OREO PUDDING COOKIES

Cookie:

butter
granulated sugar
brown sugar
eggs
vanilla
Oreos
flour
cocoa powder
baking soda
baking powder
salt

Pudding:

milk
instant vanilla pudding
cream cheese
powdered sugar
cool whip

HOW TO MAKE OREO PUDDING COOKIES

Make the dough. Cream the butter and sugar. Add in eggs and vanilla extract until just combined. In a separate bowl combine flour, Oreo crumbs, cocoa powder, baking soda, baking powder, and salt. Mix together. Combine dry and wet ingredients. Mix until dough forms.
Form into balls. About 1/4 cup of dough per ball because we don’t mess around here. Small cookies are for the weak. Place on a baking sheet.
Bake in batches. I bake 6 cookies on a baking sheet at a time because I’m a chicken. Feeling brave? You can try 8.
Make the pudding. Mix together milk and pudding package. In a separate bowl mix cream cheese and powdered sugar until well combined and no longer lumpy. Combine the two. Mix, mix, mix. Fold in cool whip.
Top the cookies. Take that yummy pudding mixture and spoon or pipe it onto a cooled cookie. Sprinkle with Oreo crumbs.

These haven’t lasted long in our house at all. I’m certain they will be a crowd pleaser in your home. If you’re anything like my husband you may have to hide a few for yourself. And we absolutely do not judge. I hope these Oreo pudding cookies bring extra sweetness into your life.

Hugs & Cookies,

Kayla

QUESTIONS ABOUT THIS OREO PUDDING DESSERT RECIPE

Can these cookies be made smaller?

These cookies are huge. The size of my hand. If big cookies aren’t your jam, you can absolutely make them smaller. Try 2 tablespoons of dough instead of 1/4 cup. You’ll want to keep a close eye on your cookies while they’re baking. A smaller amount of dough will likely bake faster. Adjust accordingly.

Will the pudding make the cookie soggy?

If you leave the cookies out at room temp for a long period of time you’ll find that the cookie does start to get a little soggy. I recommend leaving your cookies in an airtight container in the refrigerator until you are ready to serve. Once you take them out of the refrigerator, let them sit for 10 minutes before eating. Just trust me on this one! You also can make up your pudding mixture, leave it in the refrigerator, and then top the cookies later, prior to eating. I’ve made the cookies both ways and both work great.

Can you freeze these Oreo pudding cookies?

The cookie itself can definitely be frozen. Put the cookies in the freezer while they are in a single layer on a pan. Once the cookies are frozen, you can then stack them into an airtight container. Freezing them in a single layer first helps to make sure your cookies won’t stick together while in the container. I don’t recommend freezing the pudding mixture. I’d make that fresh.