Place dates, peanut butter, and vanilla in a food processor with the S blade in place.
Pulse until mixture resembles large moist crumbs.
Pour mixture into a small casserole dish lined with parchment. Use clean hands to spread mixture evenly across pan, pressing down firmly. It's alright if it doesn't cover the entire pan, just press them out to the desired thickness.
Sprinkle chocolate chips evenly across surface, pressing gently to keep them in place.
Refrigerate until firm, then slice into bars with a sharp knife.
* Medjool dates are super moist - if substituting another type of date, you may need to add a spoon or two of water to the food processor.