Preheat your oven to 325°F. Line a cupcake pan with 12 cupcake liners.
In a large bowl or stand mixer with a paddle attachment, combine cake flour, granulated sugar, salt, baking powder, and baking soda, mix until all the ingredients are combined.
Add unsalted butter and oil to the dry ingredients and mix until the flour mixture resembles sandy crumbs.
Add in one egg at a time, mixing until well combined along with vanilla extract.
With a blender, blend drained canned pineapple chunks until smooth, reserve ¼ cup in a small bowl and set to the side for the filling.
In a microwave-safe bowl, combine the blended pineapple with milk. Microwave until warm (124F) roughly 30 to 45 seconds depending on your microwave.
Pour the warm pineapple milk mixture into cake batter mixing until just combined.
Divide and scoop the cupcake batter into the prepared cupcake liners, filling each about ⅔ full.
Bake for 14 to 16 minutes until the cupcakes are golden brown, and a toothpick inserted into the center comes out clean.
Remove the cupcakes from the oven and let them cool in the pan for 5 minutes. Then transfer them to a wire rack to cool completely.