Crush your Oreos into fine crumbs using a food processor, or seal them in a bag and crush them with a rolling pin. Stir the crumbs together with melted butter until they clump when pressed between your fingers.
Press the buttery Oreo mixture firmly into the bottom of your springform pan in an even layer. Pop the pan into the freezer while you prepare the filling, which helps the crust firm up nicely.
In a mixing bowl, beat the softened cream cheese with sugar until smooth and completely lump-free. Add in the lemon juice and mix again until it's fully incorporated into the base.
In a separate bowl, whip the cold heavy cream with vanilla extract until stiff peaks form. Fold half of the whipped cream into the cream cheese mixture gently, then fold in the rest in a second batch.
Spoon the finished filling over your chilled Oreo crust, spreading it out with an offset spatula until the surface is smooth and level. Take your time here, since this becomes the canvas for your spider web design.
Melt your chocolate chips in the microwave in short bursts until smooth, then transfer it to a piping bag. Pipe small circles from the center outward, then drag a toothpick through them from the middle to the edge to form the web.
Refrigerate your cheesecake for at least 6 hours, though overnight gives the best texture. Once fully set, slice with a clean, warm knife and serve it up for your spookiest gathering.