Cut off the top 1/3 of the apples, scoop out the core. Use a thin knife to make 2 deep circular cuts around the center of the apples. Next, turn the apples over and make narrow cuts all the way around the apples. Flip the apples back over and you can see the cuts.
Place the apples in an oven safe dish and put 2 caramels in the center of each apple.
Heat butter and brown sugar in the microwave for 30 seconds. Stir and heat for another 30 seconds. Remove from the microwave, stir in flour and cinnamon. Divide the mixture between the 2 apples.
Bake at 375°for 25-35 minutes. Check apples after 25 minutes. Some apples take 45-1 hour to soften.
Remove from the oven and use a large spoon to scoop into bowls.
Top with a scoop of ice cream sprinkled with cinnamon and drizzled with caramel. Eat right away, the ice cream will harden the caramels or omit ice cream.