Preheat oven to 325°F. Grease a 9x13-inch baking dish with non-stick cooking spray or butter. Drain the Del Monte® Deluxe Gold® Pineapple Chunks and reserve 2 pineapple chunks for the icing. Place the remaining pineapple chunks on the bottom of the greased baking dish. Set aside.
In a large bowl, whisk together the eggs and milk until combined. Whisk in sugars, McCormick® All Natural Pure Vanilla Extract, McCormick® Ground Cinnamon and 2 tablespoons of the reserved pineapple juice.
Melt 1 Half Stick (1/4 cup) Land O Lakes® Butter and add to the mixture. Once combined, gently stir in the bread cubes just until all of the cubes are coated. Add bread mixture to baking dish over top of pineapple chunks.
Bake for 1 hour or until the center is set.
Meanwhile, to make the Pineapple Icing, finely chop reserved pineapple chunks. Place in medium bowl. Add 2 tablespoons of the remaining pineapple juice, powdered sugar, milk, and cinnamon. Whisk until smooth. Drizzle over bread pudding or serve on the side.