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Combine the caramel candies and evaporated milk in a small saucepan set over medium heat. Cook, stirring constantly, until the caramels are melted and the mixture is smooth. (It will take quite a bit of stirring before the caramels start to melt.)
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Pour the caramel into the frozen crust and sprinkle the chopped pecans over the top.
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Place the cream cheese in a medium mixing bowl and beat with an electric mixer on medium speed until very creamy. Add the sugar and beat until well combined.
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Scrape down the sides and bottom of the bowl, then add the eggs and vanilla and beat to combine.
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Add the melted chocolate chips and beat on low speed until fully combined. Scrape into the crust and smooth the top. Bake for 28 to 34 minutes, until the edges are set but the center of the cheesecake still jiggles a little if you tap the pan.
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Remove cheesecake from the oven and cool to room temperature on a wire rack. Once cool, refrigerate the cheesecake overnight.
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When you’re ready to serve, top with whipped cream and pecan halves (optional). Slice and serve.