Add the bacon to a cool pan; place on a burner set to medium. Cook the bacon until the fat renders and it crisps up – 5-7 minutes. Remove bacon and drain on a paper towel. Toss the chicken in Italian seasoning. Cook in rendered bacon grease until golden brown and cooked through – about 5 minutes. Drain on a paper towel.
Add the lettuce, green onions, pasta, gorgonzola, bacon, and chicken to a large salad bowl.
Add vinegar, garlic, sugar, and oregano to a blender or small food processor. Mix well. Slowly drizzle in the oil and water. Season to taste with salt and pepper.
Toss the salad with half the dressing. Let each diner add additional dressing to taste.