Preheat your oven to 350°F. Line a baking sheet with parchment paper and arrange the saltine crackers in a single layer, covering the entire sheet.
In a medium saucepan over medium heat, melt the butter and brown sugar together, stirring constantly until the mixture comes to a boil. Allow it to boil for 3 minutes without stirring.
Remove from heat and stir in the vanilla extract, cinnamon, and salt.
Pour the caramel mixture evenly over the saltine crackers, spreading it gently with a spatula to cover all the crackers.
Bake in the preheated oven for 5-7 minutes, until bubbly.
Remove from the oven and immediately sprinkle the chocolate chips over the hot caramel. Let sit for a few minutes until the chocolate is melted, then spread it evenly over the caramel layer.
In a small bowl, mix the powdered sugar with a teaspoon of cinnamon. Sprinkle this mixture over the melted chocolate.
Allow the candy to cool completely at room temperature, then refrigerate for at least 30 minutes to set.
Once set, break the candy into pieces and serve.