Just thinking out loud...
What would it take for Lavine to be a positive trade asset with his contract? Be healthy and stay healthy. Probably make the all star game, or put up good numbers on a winning team. What are the chances of those things happening? In my opinion probably low, so I don't think I can flip his contract for anything other than at best neutral value.
How much does his contract limit what I can do for the next three years? If I'm trying to lose and play rookies, not much. In that case I want pick #11. But, do I really want Lavine as my vet on a team that is learning/growing, probably not. If I'm trying to win then I want guys who are cheap and good players, I'm not sure Chicago has anything that would do that.
So basically I can't really think of a scenario where I would think the reward would be worth the risk.