Cook the Chicken: Season the chicken breasts with salt, pepper, garlic powder, and dried oregano. In a skillet, heat 1 tablespoon of olive oil over medium heat. Cook the chicken breasts for about 6-7 minutes per side or until fully cooked. Allow the chicken to cool, then slice into strips or bite-sized pieces.
Prepare the Caesar Dressing: In a bowl, whisk together mayonnaise, grated Parmesan cheese, lemon juice, Dijon mustard, minced garlic, salt, and pepper. Slowly drizzle in the olive oil while whisking continuously until the dressing is well combined.
Assemble the Mason Jars: Start by spooning a layer of Caesar dressing into the bottom of each mason jar. Add a layer of sliced chicken on top of the dressing. Follow with layers of cherry tomatoes, cucumber, red onion, croutons, and grated Parmesan cheese. Finish each jar with a generous layer of chopped romaine lettuce.
Seal and Refrigerate: Secure the lids on the mason jars and refrigerate until ready to serve. When ready to eat, shake the jar to distribute the dressing evenly, then pour the contents into a bowl or eat directly from the jar.
Serve: Enjoy a delicious and convenient Chicken Caesar Salad right from the mason jar!