Preheat the oven to 350 F. Place half of the Ritz crackers onto a large baking sheet. Place one Rolo on each cracker. Bake for 2-3 minutes.
Remove from the oven, and sandwich with the remaining Ritz crackers. Place the chocolate chips into a microwave-safe bowl, and heat in the microwave in 30-second intervals, stirring until it is fully melted and smooth.
Fully coat each Ritz cracker into the melted chocolate, and set onto plates. Let sit until the chocolate has completely set.