Preheat the oven to 375°F (190°C). Prep the ingredients per the instructions above.
On a baking sheet, toss bread with half of the olive oil, garlic powder, salt, and pepper. Spread in a single layer and bake until golden and crisp, 10 to 12 minutes.
Meanwhile, season chicken on all sides with oregano and remaining garlic powder, salt, and pepper. In a large skillet over medium-high heat, heat remaining oil until it shimmers. Cook chicken, turning occasionally, until both sides have a nice sear, to an internal temp. of 160ºF (71°C).
Transfer chicken to a cutting board. Once cool enough to handle, slice chicken into chunks.
In a large bowl, toss chicken, croutons, lettuce, Parmesan, and desired amount of Caesar dressing; season with salt and pepper.
Mix together the ingredients for the lemonade.
Divide salad among tortillas and wrap up burrito-style. Slice in half and serve with chips, pickle, and lemonade.