This is interesting and a real deliemma, sometimes.
I have done the park and fly & parked at airport (but very expensive in chicago). The problem here lies in the fact that we rent a car at disney, and my car insurance told me that if your coverage is on the car your driving they are relieved of there responsibility for your car at the airport. This seemed strange to me, but what my agent told me. Leaving me to believe, that if the car was hit or something happen to it where it was parked, we had no coverage?
Also doing the above options, the ride there is fine, but home? We like to leave at nite from our destinations and are pretty tired driving home. Also, in chicago area you might be digging out 2 weeks of snow at 10pm if its winter?
Family & friends, family is getting too old for airport runs, too much worry. Friends would do it, but you don't like to put people out.
Shuttles in our area are actually almost as much as the limo.
Our choice: the limo. Nothing like a nice, quiet ride from the airport after an exhausting day, and flight. It sends you off in style, and you appreciate it for comfort on the way home.
Have a great time, mky