Pineapple Upside Down Cake With Crushed Pineapple

An update on a classic, my pineapple upside down cake with crushed pineapple is so easy to make. I use store-bought cake mix as a shortcut, and the results are light, fluffy, and fruity!

I don’t know about you, but I love taking classic recipes that I grew up with and updating them to meet my preferences.

Not only is it a great way to find inspiration, but it’s also a fun way to connect to your roots.

Many of my childhood memories are centered around food — when I smell certain dishes I’m instantly thrown back in time!

One dessert that would always make its way onto the table is pineapple upside down cake with cake mix.

It’s such a fun dessert. The concept is pretty simple: layer fruit, sugar, and butter on the bottom of a pan before you add the cake batter.

After it’s done baking, pop it out of the pan and turn it upside down. 

You’ll get a perfectly baked cake with an already-baked topping ready to enjoy. And using crushed pineapple makes the process a whole lot easier!

How to Make Pineapple Upside Down Cake With Crushed Pineapple

A full printable version of this recipe with ingredient measurements is available at the bottom of this post.

STEP ONE: After you’ve set your oven to 350 degrees F, grease a 10-inch bundt cake pan with nonstick spray.

You can also use a 9×13 baking pan for your crushed pineapple upside down cake if you don’t have a bundt pan.

STEP TWO: Whisk together the melted butter and brown sugar in a medium-sized bowl. Pour the mixture into the bottom of the prepared pan, then sprinkle the crushed pineapple on top.

I use Dole pineapple, but you can use what you like. Add the maraschino cherries, pushing them down over the crushed pineapple.

STEP THREE: Add the cake mix, water, vegetable oil, and eggs to a large bowl and whisk. I like using Duncan Hines yellow cake mix or Betty Crocker best.

In a separate smaller bowl, toss the pecans in flour until they’re evenly coated. Incorporate the nuts and flour into the cake batter and mix.

STEP FOUR: Pour the cake batter over the crushed pineapple and cherries and bake the cake for 35-40 minutes.

As soon as it’s done baking, run a knife along the edge of the pan to loosen it. Quickly but carefully flip the cake onto a serving platter — don’t remove the pan just yet!

STEP FIVE: Allow the cake to sit upside down in the pan for about 10 minutes before finally lifting the pan from the crushed pineapple upside down cake. Let it cool, slice, and enjoy!

What to Serve With Pineapple Upside Down Cake with Crushed Pineapple

• Instant Pot Scalloped Potatoes and Ham
• Air Fryer Pork Roast
• Air Fryer Grilled Chicken
• Air Fryer Asparagus
• Air Fryer Baby Carrots
• Instant Pot Garlic Mashed Potatoes
• For serving: Vanilla ice cream, whipped cream, Cool Whip

Variations for this Pineapple Upside Down Cake Crushed Pineapple Recipe

• Use pineapple rings. Stick with the old-fashioned method and use pineapple rings instead of using crushed pineapple. 
• Use a different fruit. Apples, cherries, and peaches are good choices for any cake recipe with crushed pineapple. Or you could combine a few.
• Make the cake from scratch. I like to use yellow cake mix as a shortcut for this crushed pineapple upside down cake recipe. You can feel free to make your cake from scratch instead.

Should Pineapple Upside Down Cake with Cake Mix be Served Cold?

You can enjoy your crushed pineapple cake warm, room temperature, or cold. Go with your personal preference! I like mine warm.

Can You Make Pineapple Upside Down Cake with Crushed Pineapple the Night Before?

You can make pineapple upside down cake with cake mix up to 24 hours in advance.

Some folks prefer it this way — the extra time gives the ingredients a chance to settle, which will make the cake more flavorful.

If you want to get ahead for an upcoming party, I say go for it!

How Do You Keep Pineapple Upside Down Cake From Getting Soggy?

Make sure to fully drain the pineapple before adding it to your crushed pineapple cake!

There is a ton of excess moisture in canned crushed pineapple. I typically use a fine mesh strainer to drain it before using it.

Can You Make Crushed Pineapple?

Absolutely! If you have fresh pineapple at home that you want to use for this recipe, simply place it in a food processor or blender and purée until smooth.

Again, drain any excess moisture!

Other Cake Recipes You’ll Love:

• Pecan Upside Down Cake
• Strawberry Banana Cake
• Raspberry and White Chocolate Loaf Cake
• Air Fryer Cake
• Strawberry Shortcake Crumble
• Bisquick Coffee Cake Recipe