Preheat your waffle iron according to the manufacturer's instructions. If your waffle iron requires greasing, lightly coat it with cooking spray or brush it with melted butter.
Open the packages of croissant dough and carefully unroll each sheet. Separate the dough into individual triangles as instructed on the packaging.
Place one triangle of croissant dough in each section of the preheated waffle iron. If using a larger waffle iron, you may need to fit two triangles per section to cover the surface.
Close the waffle iron and cook for about 3-5 minutes or until the waffles are golden brown and flaky. Adjust the cooking time based on your waffle iron's settings and your desired crispiness.
While the waffles are cooking, prepare the glaze by whisking together the powdered sugar, milk, vanilla extract, and ground cinnamon in a small bowl until smooth.
Once the croissant waffles are cooked, carefully remove them from the waffle iron using a fork or spatula. Place them on a serving platter.
Drizzle the glaze over the warm waffles and allow it to slightly soak in. Optionally, add fresh berries or a dusting of powdered sugar for extra sweetness.
Serve the flaky croissant waffles immediately while they are warm and enjoy your delightful breakfast creation.