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If you're using a fresh pineapple, you need to divide it into slices first. The most easy way is using canned pineapple slices. Pre-heat the oven to 180 degrees Celsius or 350 degrees Fahrenheit.
You can also use an air fryer instead. Heat a grill pan on medium-high heat. Grill both slices of bread on both sides until they're crunchy, theres no need to add any butter or oil.
Place a slice of bread on the baking tray lined with parchment paper. Place a slice of cheese, then a slice of ham and again a slice of cheese.
Place the second slice of bread on top, then a slice of pineapple and finish with another slice of cheese.
Place the toastie in the oven and bake until the cheese has melted. Transfer the toastie to a plate and serve immediately with some tomato ketchup. Enjoy!