Preheat the oven to 375°F and prepare a loaf pan by lightly greasing it or lining it with parchment paper.
In a large bowl, combine the breadcrumbs and milk and let them soak for about one minute until softened.
Add the ground chicken, egg, onion, garlic, ketchup, Worcestershire sauce, salt, pepper, Italian seasoning, and paprika to the bowl.
Gently mix until just combined, being careful not to overwork the mixture.
Press the chicken mixture evenly into the prepared loaf pan.
In a small bowl, stir together the ketchup and brown sugar until smooth, then spread evenly over the top of the meatloaf.
Bake uncovered for 40–45 minutes, or until the internal temperature reaches 165°F.
Let the meatloaf rest for 5 minutes before slicing and serving.