O-Week & Move-in logistics when flying to UChicago

We assumed our kid would be back for thanksgiving and Christmas, so we got round trip tickets. Ticket 1: out for move-in, return for thanksgiving. Ticket 2: Return to U Chicago after thxgiving, return home for Christmas. And so on…
My preference is to use O’Hare- lot more alternate flights if one is cancelled, better food options while you wait