Rinse the steaks and pat away any extra blood from the meat using a paper towel. Drizzle olive oil over each side of the steaks.
Season the meat
Evenly spread the 2 pressed garlic cloves on both sides of the steaks and generously season with the Chicago steak seasoning.
Sear and finish in the oven
Heat 2 tbsp of olive oil in a cast-iron ribbed grill pan over high heat. Sear both sides of the steak in the cast iron pan until well browned.
Place 1/2 tbsp of butter on each steak and cook uncovered in the oven at 400 degrees Fahrenheit for about 8 minutes. Use an instant-read thermometer to get the right temperature for your steaks. See notes for steak doneness.
Temperatures for Steak Doneness
Well done: 155-165 degrees Fahrenheit
Medium well: 145 degrees Fahrenheit
Medium: 135-145 degrees Fahrenheit
Medium rare: 130 to 135 degrees Fahrenheit (most people prefer it this way)