In a medium mixing bowl, combine the ground beef, Worcestershire sauce, garlic powder, onion powder, oregano and salt and pepper to taste. Mix thoroughly until well combined.
Form the meat mixture into 18 small hamburger patties. For uniform patties, try using a biscuit cutter. Form patties slightly larger than you want them to be as they will shrink during cooking.
Heat oil in a large skillet over medium-high heat. Cook the mini hamburgers until they reach your preferred level of doneness. You may need to cook the meat in 2 different batches.
Top each of the cooked mini burgers with a ¼ of a slice of cheese.
Fold half of a bibb lettuce leaf and place it on top of the hamburger patties, top the lettuce leaf with a pickle chip and then half of a cherry tomato. Place a toothpick down the center of the burger to hold everything in place.
Continue assembling cheeseburger bites until all 18 are made. Serve warm and enjoy!