1 pound fully cooked Spanish chorizo, cut into 15 blocks (to fit into the dates)
5 slices bacon, cut into thirds
1/2 cup maple syrup
Preheat the oven to 400 degrees F. Line a rimmed baking sheet with a silicone baking mat or parchment paper.
Make an incision on one side of each date and insert a block of chorizo. Squeeze the date shut in your hand to secure. Wrap each date with a bacon strip and secure with a toothpick. Place all the dates on the prepared baking sheet on their sides. Roast the dates in the oven until the bacon on top is starting to crisp, 5 to 6 minutes. Turn the dates over and repeat the process, baking until the bacon is almost completely cooked through, 8 to 10 minutes more.
Remove the dates from the oven and brush both sides with the maple syrup. Return the dates to the oven until the dates are really crackly and sticky, 1 to 2 minutes. Serve warm.