In a large skillet, heat oil over medium heat. Pound chicken so that they are an even thickness. Sprinkle chicken with salt and pepper. Cook chicken until a thermometer reads 165°, and the chicken is browning. Remove from pan; keep warm.
4 boneless, skinless chicken breasts, ¼ teaspoon salt, ¼ teaspoon ground pepper, 1 tablespoon canola oil
In the same skillet, dab some of the oil out of the pan with a paper towel, and cook the bacon over medium heat until crisp. Remove bacon to paper towels; pour off all but 2 tablespoons of the drippings.
8 strips bacon
In the drippings, saute the onion with brown sugar over medium heat until tender and golden brown. Remove from the skillet.
1 medium onion, sliced, ¼ cup packed brown sugar, ½ cup Cheddar cheese, shredded
Add chicken back to the skillet over low to medium heat. Divide the sauteed onions evenly and top each piece of chicken. Add 2 slices of bacon on top of the onions, then top with the shredded Cheddar cheese. Cover the skillet with a lid and allow the cheese to melt. Once it's melted, remove the lid and serve.