Preheat oven to 400ºF. Spray a large baking pan with nonstick cooking spray.
In a medium saucepan over medium heat, stir together Chili Sauce, Cranberry Sauce and 1/2 cup of syrup until smooth. Simmer for 5 to 10 minutes, stirring occasionally, and set aside.
Meanwhile, wrap each wiener with a piece of bacon and place seam side down on baking sheet. Repeat with remaining wieners. Drizzle wieners with remaining 1/2 cup of syrup. Bake for 15 to 20 minutes, or until bacon is crispy.
Serve with warm cranberry sauce mixture for dipping sauce. If desired, secure bacon with toothpicks before baking.