Place chicken tenders in a deep casserole dish and cover with buttermilk. Stir the chicken slightly, allowing the buttermilk to coat all of the chicken. Cover and soak in the refrigerator overnight.
When ready to cook, preheat the oven to 425 degrees, Prepare a large (21 x 15 inch) rimmed baking sheet with aluminum foil spritzed heavily with nonstick cooking spray.
Stir together the flour, salt, and black pepper. Dip each chicken tender in the flour mixture and then place in the baking sheet.
Bake the chicken, turning halfway, for 15 to 20 minutes or until cooked through.
As the chicken cooks, prepare another baking sheet with aluminum foil or parchment paper. Spritz with nonstick cooking spray.
Place the frozen waffles on the baking sheet in a single layer. Bake for 5 minutes or until the waffles are lightly toasted.
Serve the waffles topped with chicken tenders, drizzled with syrup.