In a large mixing bowl, combine the chopped crispy chicken tenders with ranch dressing, garlic powder, onion powder, salt, and pepper. Mix well until the chicken is evenly coated.
Heat a non-stick skillet over medium heat and add the olive oil.
Place one tortilla in the skillet and let it warm for about 30 seconds. This will make it easier to roll.
On the warm tortilla, layer half of the shredded lettuce, half of the cherry tomatoes, half of the shredded cheddar cheese, and half of the chicken mixture.
Carefully fold in the sides of the tortilla, then roll it tightly from the bottom up to create a wrap.
Place the wrap seam side down in the skillet and cook for about 2-3 minutes on each side, until crispy and golden brown.
Repeat with the second tortilla and the remaining ingredients.
Remove the wraps from the skillet, let them cool slightly, then slice each wrap in half diagonally to expose the colorful filling.