Chris, et. al.,
When you arrive in O’Hare, just follow the signs to ground transportation. It’s a bit of a maze getting out of the terminal, but enjoy the sights as it’s all decorated for the Holidays! It gets you that much more excited!
Catch any of the shuttles that go to the surrounding hotels, but your best bet is take the Hyatt Regency. It’s the largest shuttle and usually has the most room in it....you can’t miss it. When you walk out of the doors for the bus stops from the terminal, there are 5 doors. The Hyatt usually picks up at the first door. It’s been a bit since I’ve had an overnight there, and since that airport is always under construction, that may have changed. Regardless...take the Hyatt Regency Rosemont shuttle. Get off the shuttle and just walk to the convention center (inside walkway if it’s raining or snowing!).
Dial “91” on your phone and hand it to your buddy, and when your eyeballs explode, have them dial the other “1”.
Cheers
Dave