It’s one of those big questions that comes up once in a while on Disney-related forums, and it’s one that has to be answered before every new trip: How are we going to get there? We’ve done both, and I’ll tell you which one I prefer, but first I’ll lay out a list of pros and cons to each. Before we begin, I should let you know that we live in Illinois, about 1200 miles from the Magic Kingdom. If you live closer, or father away, this list might look different for you. Flying to the Walt Disney World Resort – Pros Speed. Flying is definitely faster than driving, but it’s not exactly quick. The flight from Chicago to Orlando only takes about 2 1/2 hours, but once you consider the time to drive to the airport (about 30 minutes, unless there’s traffic), getting through security (1-2 hours), and...