If you're flying, yes they can. Have them meet you at the USO. There's plenty of food and things going on around the USO to kill time. Its a great organization and they take good care of all the military that comes through Chicago. I highly recommend family drop off cell phones, iPods and the like before your flight. When you get to where you're going and you are in indoctrination at your new command, you tend to have lots of free time and these things will help (til you get busy with actual school anyways). Plus its great for the waiting and the flight too.
As for the tickets, you'll get them about 2 days before graduation at your TOPU brief (Ticket and Order Pick Up). The Navy foots the bill, they give you what you need and you go. That's about it. Its a shockingly painless process aside from how tired you will be (The bus to the airport leaves at 1am typically, even if your flight is at 3 pm).
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