Love ham and pineapple but are intimidated by cooking a whole ham? We have the dinner recipe for you! Pineapple Upside Down Ham Meatloaf is a mid-century dinner winner. 10 minutes prep time and you are on your way to a delicious meatloaf dinner.

Serve this Ham Meatloaf with mashed potatoes, roast root veggies, or a salad.

One addition we suggest for this recipe is to add a brown sugar glaze (recipe provided below). It will take the upside-down cake twist a step further and creates a deliciously sweet glaze on the loaf.

Pineapple Upside Down Ham Meatloaf - 1946

Prep Time 10 minutes
Cook Time 1 hour 30 minutes
Total Time 1 hour 40 minutes
Servings 8
Pineapple topped ham meatloaf. Optional brown sugar glaze recipe included in notes.


  • lbs Ground or Finely Chopped Ham
  • 1 lb Ground Pork
  • 1 cup Bread Crumbs
  • 2 Eggs
  • cups Milk
  • cup Minced Onions
  • tsp Ground Pepper
  • 3-4 Pineapple Rings*


  • Preheat oven to 350°. Grease the loaf pan and arrange pineapple rings along the bottom in a even layer.**
  • In a large mixing bowl combine the remaining ingredients, workin together with a large spoon or hands until thoroughly mixed.
  • Pat the ham mix into a loaf shape and press it into the loaf pan.
  • Bake in preheated oven for 90-110 minutes.


*If making the glaze, reserve 1/4 cup juice from the can
**Optional Brown Sugar- Pineapple Glaze (not part of the original recipe): 
  • 3/4 cup packed brown sugar
  • 1/4 cup ketchup
  • 1/4 cup reserved pineapple juice from the can
Stir together until smooth. Pour over pineapple slices BEFORE adding meat to the loaf pan.
Course: Main Course
Cuisine: American


+ Add 2 tsp dry mustard to the meatloaf mix before baking

+ Add maraschino cherries to the center of each pineapple ring before adding the meatloaf mixture and baking.

+ Create a brown sugar glaze: Combine 3/4 cup packed powder sugar, 1/4 cup ketchup, and 1/4 cup water (or reserved pineapple juice from the can). Pour over pineapple slices in the bottom of the loaf tin before adding the meatloaf mix.


Adapted from “Upside-Down Ham Loaf” recipe appearing in “Easy Meat Recipes” 1946.

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