Lucky for you Disney transportation on the property is free. Unfortunately, the cost of traveling to the happiest place on earth can be quite expensive. Depending on where you are traveling from the time of year and family size; flights, car rental and fuel costs could quickly creep to a hefty sum for your trip. Traveling outside of peak season, using sky miles and other discount options are great ways to save on flights. The magical express is a Disney resort shuttle that transports guests from the airport to the resort completely free of cost. Transportation costs for your Disney vacation could range from one hundred dollars for those driving from a bordering state to well over a thousand for families flying in to Orlando.