Preheat oven to 425°F. Line 2 sheet pans or one large sheet pan with foil, parchment paper or lightly oil it.
Form the meatballs: In a large bowl, combine ground chicken, breadcrumbs, egg, Dijon, Worcestershire, Italian seasoning, salt, pepper, garlic powder, onion powder, and Parmesan until just mixed. Divide mixture into 12 equal portions (about 1½ oz each) and roll into balls.
Arrange the pans: Spread the frozen fries in an even layer on one of the sheet pans. Arrange the meatballs on the other, leaving space between them. Drizzle or brush meatballs lightly with olive oil.
Bake: Place both pans in the oven and bake the french fries according to the french fry package directions. Bake the meatballs for 16-18 minutes. Remove pans when fries are golden and the meatballs are cooked through (165°F internal temp).
Make the dressing: In a medium bowl, whisk together garlic, Dijon, lemon juice, vinegar, Worcestershire, mayonnaise, Parmesan, and black pepper. Add anchovies if using. Slowly whisk in olive oil until smooth and creamy. Taste and adjust lemon juice or seasoning. Set aside.
Make the salad: Toss romaine with 1/3–1/2 cup Caesar dressing, Parmesan, and pepper until evenly coated.
Assemble the subs: When everything is done baking, assemble the subs. Warm rolls in the oven for 2–3 minutes if desired. Brush the insides generously with Caesar dressing. Place 3 meatballs in each roll, drizzle with more dressing, pile on the dressed salad, then top with extra Parmesan and red chili flakes. Serve immediately with the cooked French fries on the side.