Pat the chicken breasts dry with a paper towel.
Cut each breast in half horizontally into two thinner cutlets. Alternately, place the chicken under a layer of plastic wrap and pound to an even thickness.
Season the chicken breast with Italian seasoning, salt, and pepper.
Add 1 Tbsp olive oil to a large skillet.
Heat over medium until the oil starts to sizzle.
Add the chicken breasts to the skillet and cook until browned, about 5 minutes.
Flip and cook for an additional 3-5 minutes.
Remove the cooked chicken to a tray and cover to keep warm.
Repeat with any remaining cutlets.
Add remaining oil, onion, and garlic to the skillet and sauté until fragrant, about 3 minutes.
Add tomatoes and spinach and cook until the spinach is wilted.
Add cream and cheese, cooking for 5 minutes until it starts to thicken.
Add chicken and plate juices back to the pan and spoon the sauce over the chicken.
Simmer in the cream sauce until the chicken is heated through and the sauce has reduced slightly.