Growing up in Chicago we always used to drive...I294 to I65 to I24 to I75 to Florida Turnpike.
When my wife and I moved to Minneapolis we would fly. Hated it because there almost always was a connecting flight (Chicago, St. Louis, Cincinnati, Atlanta, Dallas, Tallahassee).
Now since moving to Fort Myers we drive. I75 north to I4. Usually takes around 2.5-3 hours and almost exactly 200 miles from our front door.