Start by melting the chocolate chips in a microwave-safe bowl. Heat in 30-second intervals, stirring in between, until fully melted and smooth.
In a separate bowl, whip the heavy cream until stiff peaks form. Gradually add the sugar and vanilla extract while continuing to whip.
Once the chocolate is melted, allow it to cool slightly, then fold it gently into the whipped cream. Be careful not to deflate the cream too much; the mixture should remain light and fluffy.
Take the pre-made pie crust and spoon the cherry pie filling over the bottom evenly.
Carefully spread the chocolate cream filling over the cherry pie filling, smoothing the top with a spatula.
Chill the pie in the refrigerator for at least 2 hours to allow it to set properly.
Before serving, you can garnish the pie with chocolate shavings, fresh cherries, or whipped cream to add a special touch.
Slice and serve chilled, enjoying the delightful combination of chocolate and cherry!