Pound the chicken out thin and season with salt, pepper, and Italian seasoning.
Add salt, pepper and ¼ cup grated cheese to the whisked eggs. Add ½ cup of grated cheese to the breadcrumbs and mix with your hands to incorporate.
Wrap each chicken breast gently with the prosciutto.
Dredge the chicken, passing through the eggs first, letting any excess drip off and then breading them in the breadcrumb mixture. Let sit on a clean plate for 15–30 minutes.
Add canola oil and a drizzle of olive oil to a skillet over high heat. When ready, lower the heat slightly and add two to three cutlets, depending on the size of your skillet. Let cook ~4 minutes per side, or until golden.