I have a large cork oak bonsai and a cork oak that I have put in landscape here to see how it does. Since living in NC, I have lost one smaller tree due to cold, so these are definitely more cold sensitive than my olives, which sit outside 365 days per year. Because I am nervous about my large cork oak bonsai, I am treating it like a semi-tropical, and giving it protection any time temps drop to the lower 20's F.
That said, the cork oak in landscape appears to be doing fine, but I have only owned it about three years...